反応 #4102728
関連文献 (1)
openreactiondata ↗doi:10.1039/C8SC04228D
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-b9ac7d517a234e33ab1f83e19f06ccfc表示可能な構造データがありません
C1=CC(=C(C=C1Br)S(=O)(=O)N)N製品情報
2-amino-5-bromobenzenesulfonamide (CAS 54734-84-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
想定用途
専門的研究・工業用途限定
データベース ID 820700
安全上の注意
For professional research and industrial use only. Review the supplier safety data sheet before handling.
合成データ
12 反応 · 12 文献
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-b9ac7d517a234e33ab1f83e19f06ccfc反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-f7787e119bc741eebafd68dc65bf1320反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-dad4b8ce9e79448b8a04f103f8a7e71b反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a suspension of 2-amino-5-bromobenzenesulfonamide (0.8 g; 3.2 mmol) and potassium carbonate (0.54 g; 3.9 mmol) in acetone (20 ml) was added isopropyl isothiocyanate (0.387 g; 3.84 mmol). The mixture was heated to 60° C. and after 16 hr cooled, concentrated in vacuo and the crude residue was taken up in tetrahydrofuran (50 ml) and cooled to 0° C. To the cooled mixture was added triethylamine (0.648 g; 6.4 mmol) followed by the addition of phosgene in toluene 1.9M (1.82 ml) over 2 min. After 1 hr at 0° C. the mixture was concentrated in vacuo. The crude product was taken up in water (10 ml) and pH was adjusted to 6 with sodium bicarbonate. The precipitated product was collected by filtration and dried in vacuo at 50° C. for 16 hr giving 390 mg (38.3%) of the title compound; m.p. >220° C. cooled concentrated in vacuo cooled to 0° C After 1 hr at 0° C. the mixture was concentrated in vacuo The precipitated product was collected by filtration dried in vacuo at 50° C. for 16 hr
ソース ID: ord-c54c2f0a41d049fc9cc271ab922720e5反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound was prepared according to the procedure of Example 84C substituting ethyl 1-benzyl-6-phenyl-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate for the product of Example 84B and substituting 2-amino-benzenesulfonamide for the product of Example 84A. 1H NMR (300 MHz, DMSO-d6) δ ppm 5.72 (s, 2 H) 7.28 (m, 6 H) 7.44 (m, 2 H) 7.54 (m, 3 H) 7.67 (m, 1 H) 7.85 (d, J=6.99 Hz, 2 H) 7.92 (dd, J=8.09, 1.47 Hz, 1 H) 7.99 (d, J=8.09 Hz, 1 H) 8.70 (d, J=2.21 Hz, 1 H) 9.17 (d, J=2.21 Hz, 1 H) 12.41 (s, 1 H) 16.80 (s, 1 H).
ソース ID: ord-d1e980eb9b354ab5a7edc98640e46011反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound was prepared according to the procedure of Example 84C substituting ethyl 1-benzyl-6-phenyl-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate for the product of Example 84B and substituting 2-amino-benzenesulfonamide for the product of Example 84A. 1H NMR (300 MHz, DMSO-d6) δ ppm 5.72 (s, 2 H) 7.28 (m, 6 H) 7.44 (m, 2 H) 7.54 (m, 3 H) 7.67 (m, 1 H) 7.85 (d, J=6.99 Hz, 2 H) 7.92 (dd, J=8.09, 1.47 Hz, 1 H) 7.99 (d, J=8.09 Hz, 1 H) 8.70 (d, J=2.21 Hz, 1 H) 9.17 (d, J=2.21 Hz, 1 H) 12.41 (s, 1 H) 16.80 (s, 1 H).
ソース ID: ord-d1e980eb9b354ab5a7edc98640e46011反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound was prepared according to the procedure of Example 84C substituting ethyl 1-benzyl-6-chloro-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate for the product of Example 84B and substituting 2-amino-benzenesulfonamide for the product of Example 84A. 1H NMR (300 MHz, DMSO-d6) δ ppm 5.64 (s, 2 H) 7.25 (m, 5 H) 7.44 (t, J=7.72 Hz, 1 H) 7.52 (s, 2 H) 7.67 (m, 1 H) 7.93 (m, 2 H) 8.56 (d, J=2.57 Hz, 1 H) 8.87 (d, J=2.57 Hz, 1 H) 12.34 (s, 1 H) 16.76 (s, 1 H).
ソース ID: ord-4d9f25fe4e6e465b9b5dd6b9e46470d5反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound is prepared according to the procedure of Example 84C substituting the product of Example 174A for the product of Example 84A and substituting the product of Example 99A for the product of example Example 84B.
ソース ID: ord-28bde75c0e594c23bc7208f753ae7cbe反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound is prepared according to the procedure of Example 84C substituting the product of Example 174A for the product of Example 84A and substituting the product of Example 99A for the product of example Example 84B.
ソース ID: ord-28bde75c0e594c23bc7208f753ae7cbe反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound is prepared according to the procedure of Example 84C substituting the product of Example 172D for the product of Example 84B and substituting 2-aminosulfonamide for the product of Example 84A.
ソース ID: ord-24a914d39abf45a7a65cd0da851c6378反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound was prepared according to the procedure of Example 84C substituting the product of Example 158C for the product of Example 84B and substituting 2-aminosulfonamide for the product of Example 84A (0.225 g, 86%). MS (DCI) m/z 433 (M+H)+.
ソース ID: ord-1629f0fa9137457498f312b150ff84fd反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: The title compound was prepared according to the procedure of Example 84C substituting the product of Example 158C for the product of Example 84B and substituting 2-aminosulfonamide for the product of Example 84A (0.225 g, 86%). MS (DCI) m/z 433 (M+H)+.
ソース ID: ord-1629f0fa9137457498f312b150ff84fdPubChem References
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