2-Amino-2-methyl-1-propanol → 2-Chloro-N-(1-hydroxy-2-methylpropan-2-yl)thiazole-5-sulfonamide

Reaction equation

[Cl:1][C:2]1[S:3][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:5][N:6]=1.[NH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14]>>[OH:14][CH2:13][C:12]([NH:11][S:7]([C:4]1[S:3][C:2]([Cl:1])=[N:6][CH:5]=1)(=[O:9])=[O:8])([CH3:16])[CH3:15]

Participants

Reactant 2

HCID 118072-Amino-2-methyl-1-propanol

HCID 162289432-Chloro-1,3-thiazole-5-sulfonyl chloride

Product 1

HCID 610526512-Chloro-N-(1-hydroxy-2-methylpropan-2-yl)thiazole-5-sulfonamideYield 67.7%

Procedure

Prepared by general procedure III from 2-chloro-thiazole-5-sulfonyl chloride (2.0 g, 9 mmol, example B.13, step 1) and 2-amino-2-methyl-1-propanol (0.95 g, 9 mmol) to give the title compound (1.65 g, 33%) as an off-white solid. MS (EI) 269.2[(M)+] and 271.2[(M+2)+].

Sources & evidence

ORD record: ord-a41594be15f74d0da055973336c254ee
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446113B2

Reaction notes

Loading…