Methanol → 5-n-Butyl-2-[2-chloro-5-(methoxycarbonyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 1198684

Reaction equation

[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[NH:12][NH2:13].C(Cl)Cl.[CH3:17][OH:18]>>[CH2:2]([C:3]1[NH:12][C:17](=[O:18])[N:12]([C:3]2[CH:4]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH:10]=[CH:11][C:2]=2[Cl:1])[N:13]=1)[CH2:11][CH2:10][CH3:5]

Participants

Reactant 3

HCID 887Methanol

HCID 6344Dichloromethane

HCID 292358Methyl 4-chloro-3-hydrazinylbenzoate

Product 1

HCID 1357200825-n-Butyl-2-[2-chloro-5-(methoxycarbonyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-oneYield 37%

Procedure

By the procedure of Example 3, Step C, the title compound was prepared from methyl 4-chloro-3-hydrazinobenzoate (from Step B) in 37% yield as an orange gum (TLC in 95:5 CH2Cl2 --MeOH), mass spectrum (FAB) m/e 310 (M+1)+.

Sources & evidence

ORD record: ord-da3c2a1361b444c783657810b0278f41
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05281614

Linked notes

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