Water → HCID 86628122, compound

HRID 2190318Notes

Reaction equation

HRID 2190318 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH:16][C:17]([CH3:20])([CH3:19])[CH3:18])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1.[Cl:21]N1C(=O)CCC1=O.O>CN(C=O)C>[NH2:1][C:2]1[S:3][C:4]([Cl:21])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH:16][C:17]([CH3:20])([CH3:19])[CH3:18])(=[O:14])=[O:15])=[CH:9][CH:8]=2)[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 86628121HCID 86628121, compound

Product 1

HCID 86628122HCID 86628122, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-(2-aminothiazol-4-yl)-N-tert-butylbenzenesulfonamide (7.56 g, 24.3 mmol) in DMF (100 mL) at 0° C. was added 1-chloropyrrolidine-2,5-dione (3.30 g, 24.7 mmol). The reaction mixture was warmed to room temperature, stirred for 6 h, and poured into water (500 mL). The solid was collected by filtration, washed with water, and dried under high vacuum to give 4-(2-amino-5-chlorothiazol-4-yl)-N-tert-butylbenzenesulfonamide.

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-0005a74b2c324ef69506e3d4b29edacb
Source dataset
uspto-grants-2012_12
Patent number
US08324396B2

Reaction notes

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