Hydrazine hydrate (1:1) → HCID 68406229, compound

HRID 1786186Notes

Reaction equation

HRID 1786186 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[N:6]=[C:7]([CH3:11])[S:8][C:9]=1[CH3:10].O.[NH2:14][NH2:15]>C(O)CCC>[CH3:11][C:7]1[S:8][C:9]([CH3:10])=[C:5]([CH2:4][C:3]([NH:14][NH2:15])=[O:2])[N:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2801571Methyl 2-(2,5-dimethylthiazol-4-yl)acetate

Product 1

HCID 68406229HCID 68406229, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described for example 112a, (2,5-dimethyl-thiazol-4-yl)-acetic acid methyl ester in butanol was reacted with hydrazine hydrate (2 equivalents) and the resulting mixture was then heated under reflux for 20 h. Evaporation of all volatiles and crystallization from n-butanol and toluene afforded the title compound as a white solid (yield: 68%). 1H-NMR (300 MHz, DMSO): δ=2.31 (s, 3H), 2.51 (s, 3H), 3.37 (s, 2H), 4.20 (s, 2H), 9.10 (s, 1H).

Workup

  1. temperaturethe resulting mixture was then heated
  2. temperatureunder reflux for 20 h
  3. customEvaporation of all volatiles and crystallization from n-butanol and toluene

Sources & evidence

ORD record
ord-e30211f9728d442e8d7980840172db51
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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