Chlorosuccinimide → Ethyl 4-chloro-5-isopropyl-1h-imidazole-2-carboxylate

HRID 43464Notes

Reaction equation

[CH3:1][CH:2]([C:4]1[NH:8][C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:6][CH:5]=1)[CH3:3].C1C(=O)N([Cl:21])C(=O)C1>>[Cl:21][C:5]1[N:6]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[NH:8][C:4]=1[CH:2]([CH3:1])[CH3:3]

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 68406002Ethyl 5-isopropyl-1H-imidazole-2-carboxylate

Product 1

HCID 67548351Ethyl 4-chloro-5-isopropyl-1h-imidazole-2-carboxylateYield 77%

Procedure

The same operation as in Example (1c) was performed using ethyl 5-(propan-2-yl)-1H-imidazole-2-carboxylate obtained in Example (35d) (0.82 g, 4.50 mmol) and NCS (0.60 g, 4.51 mmol), to obtain 0.75 g of the title compound as a white solid (77%).

Sources & evidence

ORD record: ord-4002071e8400466e8434fbd6ae792f68
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536197B2

Reaction notes

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