Pyridine → [(4-Chlorobenzoyl)oxy]carbonimidoyl

HRID 1638354Notes

Reaction equation

HRID 1638354 reaction equation
[Br:1][C:2]([Br:5])=[N:3][OH:4].[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([O:4][N:3]=[C:2]([Br:5])[Br:1])=[O:12])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 85014-Chlorobenzoyl chlorideHCID 27632191-bromo-N-hydroxymethanecarbonimidoyl bromide

Product 1

HCID 53776983[(4-Chlorobenzoyl)oxy]carbonimidoylYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3 g (14.78 mole) of dibromoformaldoxime and 2.71 g (15.5 mole) of 4-chlorobenzoyl chloride in methylene chloride (40 ml) is treated with dry pyridine (1.26 g, 16 mole) After workup as in Step B of Example 1 there is obtained 4.4 g (80% theory) of 4-chlorobenzoyldibromoformaldoxime, m.p.=93°-97° C.

Sources & evidence

ORD record
ord-d618c38367f541dfa7b92da8d52e06b4
Source dataset
uspto-grants-1989_11
Patent number
US04879314

Reaction notes

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