Hydrochloric Acid → HCID 67549831, compound

HRID 2222093Notes

Reaction equation

HRID 2222093 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:12])[C:7]([CH2:10]O)=[N:8][CH:9]=1)=[O:4].[ClH:13].S(Cl)([Cl:16])=O>C(OCC)(=O)C.CO>[ClH:16].[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:12])[C:7]([CH2:10][Cl:13])=[N:8][CH:9]=1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 24386Thionyl ChlorideHCID 59711806HCID 59711806, compound

Product 1

HCID 67549831HCID 67549831, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

A solution of 2-hydroxymethyl-3-methyl-3H-imidazole-4-carboxylic acid methyl ester (250 mg, 1.5 mmol) in ethyl acetate/methanol 6 ml, 1:1) was converted to the hydrochloride by usage of an excess of an etheral solution of hydrogen chloride. After evaporation, the light brown residue was treated with thionyl chloride (1.1 ml, 15 mmol) and stirred for 0.5 h. After evaporation, the title compound was obtained as brown solid (100% yield). MS: m/e=189(M+H+), mp 106-108° C.

Workup

  1. customAfter evaporation
  2. customAfter evaporation

Sources & evidence

ORD record
ord-34475d7fb990471f830bef8ccd933a33
Source dataset
uspto-grants-2008_05
Patent number
US07371749B2

Reaction notes

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