Chloromethyl chloroformate → HCID 68956623, compound

HRID 1726927Notes

Reaction equation

HRID 1726927 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH2:9][NH:8][C:7]([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)=[N:6]1)[CH2:2][CH2:3][CH3:4].Cl[C:21]([O:23][CH2:24][Cl:25])=[O:22]>N1C=CC=CC=1>[CH2:1]([N:5]1[C:10](=[O:11])[CH2:9][N:8]([C:21]([O:23][CH2:24][Cl:25])=[O:22])[C:7]([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 62754Chloromethyl chloroformateHCID 178448737HCID 178448737, compound

Product 1

HCID 68956623HCID 68956623, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(n-Butyl)-3-(3,5-dichlorophenyl)-4,5-dihydro-1,2,4-triazin-6-one was acylated with chloromethyl chloroformate in a similar manner to the reaction described to make compound 14 except that pyridine was used as a base. The product 1-(n-butyl)-3-(3,5-dichlorophenyl)-4-(chloromethyloxycarbonyl)-4,5-dihydro-1,2,4-triazin-6-one was isolated in 51% yield.

Sources & evidence

ORD record
ord-c5c7d7baf3984f3d8b76ede065748cab
Source dataset
uspto-grants-2009_02
Patent number
US07494996B2

Reaction notes

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