2-Amino-2-methyl-1,3-propanediol → 3-Bromo-N-(2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-benzenesulfonamide

HRID 1293607Notes

Reaction equation

HRID 1293607 reaction equation
[NH2:1][C:2]([CH3:7])([CH2:5][OH:6])[CH2:3][OH:4].[Br:8][C:9]1[CH:10]=[C:11]([S:15](Cl)(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1>>[Br:8][C:9]1[CH:10]=[C:11]([S:15]([NH:1][C:2]([CH2:5][OH:6])([CH3:7])[CH2:3][OH:4])(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 17943m-Bromobenzenesulphonyl chloride

Product 1

HCID 670007023-Bromo-N-(2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-benzenesulfonamideYield 56.1%

Procedure

Prepared by general procedure III from 2-amino-2-methyl-1,3-propanediol (2.71 g, 25 mmol) and commercially available 3-bromobenzenesulfonyl chloride (0.72 mL, 5 mmol) to give the title compound as a white solid (0.91 g, 12%). MS (ISN) 322.1 [(M−H)−], 324.1 [(M+2−H)−].

Sources & evidence

ORD record
ord-479c9d9f9d2a4883851746d1f998e84e
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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