Ethyl orthoformate → HCID 136186578, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([Cl:13])[C:11]=1[OH:12])[C:5]([NH:7][NH2:8])=[O:6].[CH:14](OCC)(OCC)OCC>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][CH:14]=[N:8][N:7]=2)[CH:9]=[C:10]([Cl:13])[C:11]=1[OH:12]

Participants

Reactant 2

HCID 31214Ethyl orthoformate

HCID 212211Benzoic acid, 3,5-dichloro-4-hydroxy-, hydrazide

Product 1

HCID 136186578HCID 136186578, compound

Procedure

A mixture of 8.9 g 3,5-dichloro-4-hydroxybenzoic acid hydrazide and 500 ml triethyl orthoformate was stirred and heated at reflux for 4 hrs. The solvent was removed in vacuo to afford the product (9.9 g) as a yellow solid, used directly in the next reaction.

Workup

temperatureheated
temperatureat reflux for 4 hrs
customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-694ac6f0aed841238bc11a70b6e657e0
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04945164

Reaction notes

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