Thionyl Chloride → 4-Chloro-5-ethyl-1H-imidazole-2-carbonyl chloride

Reaction equation

[Cl:1][C:2]1[N:3]=[C:4]([C:9]([OH:11])=O)[NH:5][C:6]=1[CH2:7][CH3:8].S(Cl)([Cl:14])=O>>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([Cl:14])=[O:11])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 675489294-chloro-5-ethyl-1H-imidazole-2-carboxylic acid

Product 1

HCID 866485554-Chloro-5-ethyl-1H-imidazole-2-carbonyl chloride

Conditions

Temperature: 75 °C

Procedure

4-Chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (55 mg, 0.29 mmol) was dissolved in thionyl chloride (1.5 mL), and the mixture was stirred at 75° C. for 50 minutes. The reaction solution was concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Workup

concentrationThe reaction solution was concentrated under reduced pressure
customThe resulting compound was used for the next reaction without purification

Sources & evidence

ORD record: ord-dd3f067052344a3f8f5b6f674aa55008
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927588B2

Reaction notes

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