1-Benzofuran-2-sulfonyl chloride → Tert-butyl{4-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}thio)methyl]-1,3-thiazol-2-yl}carbamate

HRID 2097702Notes

Reaction equation

HRID 2097702 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[N:12]=[C:13]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[S:14][CH:15]=1.[O:24]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[CH:26]=[C:25]1[S:33](Cl)(=[O:35])=[O:34]>N1C=CC=CC=1>[C:19]([O:18][C:17](=[O:23])[NH:16][C:13]1[S:14][CH:15]=[C:11]([CH2:10][S:9][C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[NH:1][S:33]([C:25]2[O:24][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[CH:26]=2)(=[O:34])=[O:35])[N:12]=1)([CH3:20])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 27951721-Benzofuran-2-sulfonyl chlorideHCID 86690989Tert-butyl (4-{[(2-amino-4-chlorophenyl)thio]methyl}-1,3-thiazol-2-yl)carbamate

Product 1

HCID 86667123Tert-butyl{4-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}thio)methyl]-1,3-thiazol-2-yl}carbamateYield 54%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following General Procedure B, the title compound (380 mg, 54%) was prepared from tert-butyl (4-{[(2-amino-4-chlorophenyl)thio]methyl}-1,3-thiazol-2-yl)carbamate (640 mg, 1.72 mmol) and 1-benzofuran-2-sulfonyl chloride (372 mg, 1.72 mmol) in pyridine (5 ml).

Sources & evidence

ORD record
ord-a4fb8e103c974d909debe125a938704d
Source dataset
uspto-grants-2013_05
Patent number
US08450367B2

Reaction notes

Loading…