Ethyl orthoformate → 1-(4-Bromophenyl)-1,2-dihydro-3H-1,2,4-triazol-3-one

HRID 718650Notes

Reaction equation

HRID 718650 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH:9][C:10]([NH2:12])=[O:11])=[CH:4][CH:3]=1.[CH2:13](OC(OCC)OCC)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:13]=[N:12][C:10](=[O:11])[NH:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 19692579HCID 19692579, compound

Product 1

HCID 234341921-(4-Bromophenyl)-1,2-dihydro-3H-1,2,4-triazol-3-one

Procedure

A solution of compound 52a (10 g, 43 mmol) and triethoxymethane (300 mL) was stirred at 120° C. for 2 h and allowed to cool to rt. The solids were collected by filtration and washed with Et2O (2×50 mL) to obtain compound 52b as a grey solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C8H6BrN3O: 240.0 (M+H). Found 240.2.

Workup

  1. filtrationThe solids were collected by filtration
  2. washwashed with Et2O (2×50 mL)

Sources & evidence

ORD record
ord-332d00d40d0248408af803d97b74d080
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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