Pyridine → HCID 14129775, compound

HRID 1252049Notes

Reaction equation

HRID 1252049 reaction equation
Cl.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][Cl:9])[N:7]=1.N1C=CC=CC=1.[CH3:16][C:17]([CH3:23])([CH3:22])[CH2:18][C:19](Cl)=[O:20]>CN(C)C=O>[CH3:16][C:17]([CH3:23])([CH3:22])[CH2:18][C:19]([NH:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][Cl:9])[N:7]=1)=[O:20]

Participants

5

Reactant 3

HCID 1049PyridineHCID 732282-Thiazolamine, 4-(chloromethyl)-, hydrochloride (1:1)HCID 815143,3-Dimethylbutanoyl chloride

Product 1

HCID 14129775HCID 14129775, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 2-amino-4-chloromethylthiazole hydrochloride (5 g), anhydrous pyridine (5 ml) and anhydrous N,N-dimethylformamide (25 ml) was slowly added 3,3-dimethylbutyryl chloride (4.4 g) with stirring at 0° to 3° C. After an hour of stirring, the reaction mixture was poured into ice water. The resulting precipitate was collected, washed with water and dried to give 2-(3,3-dimethylbutyrylamino)-4-chloromethylthiazole (6.62 g).

Workup

  1. stirringAfter an hour of stirring
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-618b2eed2d7b4f58a48e9b0a5ff2de16
Source dataset
uspto-grants-1988_05
Patent number
US04742057

Reaction notes

Loading…