Chloroacetyl chloride → 2-Chloro-N-[5-(3-imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

HRID 1092988Notes

Reaction equation

HRID 1092988 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([C:16]3[S:20][C:19]([NH2:21])=[N:18][C:17]=3[CH3:22])[CH:9]=[CH:10][C:11]=2[S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:23][CH2:24][C:25](Cl)=[O:26]>>[Cl:23][CH2:24][C:25]([NH:21][C:19]1[S:20][C:16]([C:8]2[CH:9]=[CH:10][C:11]([S:12]([CH3:15])(=[O:14])=[O:13])=[C:6]([N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[CH:7]=2)=[C:17]([CH3:22])[N:18]=1)=[O:26]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 574737535-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine

Product 1

HCID 865984242-Chloro-N-[5-(3-imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Procedure

5-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 148) (0.537 g, 1.60 mmol) and chloroacetyl chloride (5 ml) are heated together for 2 hours. The reaction mixture is allowed to cool to room temperature and the solid filtered and washed with saturated sodium bicarbonate solution (3×100 ml) and water (2×50 ml) to yield the titled compound.

Workup

  1. filtrationthe solid filtered
  2. washwashed with saturated sodium bicarbonate solution (3×100 ml) and water (2×50 ml)

Sources & evidence

ORD record
ord-47e2a17a3ecd47ddaabdc82abbd24282
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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