Phosgene → [2-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl]carbamoyl Chloride

HRID 53245Notes

Reaction equation

HRID 53245 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH2:13])[N:3]=1.[C:14](Cl)([Cl:16])=[O:15]>ClCCl>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH:13][C:14]([Cl:16])=[O:15])[N:3]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 129088732-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline

Product 1

HCID 19962133[2-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl]carbamoyl Chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-(5-methyl-1,2,4-oxadiazol-3-yl)benzeneamine (1.0 g) in dry dichloromethane (20 ml) was added dropwise to a solution of phosgene (14.1 ml) in dichloromethane (50 ml) at 0° under a nitrogen atmosphere. The opaque solution was then allowed to slowly attain room temperature and stirred for 17 h. The reaction mixture was concentrated under vacuo to give a pale yellow solid (1.3 g).

Workup

  1. customwas then allowed to slowly attain room temperature
  2. concentrationThe reaction mixture was concentrated under vacuo

Sources & evidence

ORD record
ord-9af4b1569afe4804af07e27394e0bc2a
Source dataset
uspto-grants-1997_04
Patent number
US05618827

Reaction notes

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