2-Amino-4,5-dimethyl-1,3-thiazole → HCID 131728627, compound

HRID 1469996Notes

Reaction equation

HRID 1469996 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].[C:9]([O:13][C:14](=[O:17])[CH2:15][Br:16])([CH3:12])([CH3:11])[CH3:10]>>[BrH:16].[C:9]([O:13][C:14](=[O:17])[CH2:15][N:3]1[C:2]([CH3:1])=[C:6]([CH3:7])[S:5][C:4]1=[NH:8])([CH3:12])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 79177tert-Butyl bromoacetate

Product 1

HCID 131728627HCID 131728627, compound

Conditions

Temperature
85 °C

Procedure

A mixture of 4,5-dimethyl-thiazol-2-ylamine (1.0 g, 7.8 mmol) and bromoacetic acid tert-butyl ester (1.4 mL, 9.4 mmol) was heated at 85° C. for 14 hours and then cooled to ambient temperature. Recrystallization of the residue from ethyl acetate provided 2.9 g of a 4:1 mixture of the title compound to starting 4,5-dimethylthiazol-2-ylamine.

Workup

  1. temperaturecooled to ambient temperature
  2. customRecrystallization of the residue from ethyl acetate
  3. customprovided

Sources & evidence

ORD record
ord-da72536d2a3d4d67974a011b45624f49
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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