Sodium Hydroxide → 2-Chloro-N-[(2-chlorophenyl)(hydroxy)methylidene]benzene-1-carbohydrazonic acid

HRID 1732285Notes

Reaction equation

HRID 1732285 reaction equation
[OH2:1].[NH2:2][NH2:3].[OH-].[Na+].[Cl:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9](Cl)=[O:10]>O>[Cl:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([NH:2][NH:3][C:9](=[O:1])[C:8]1[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=1[Cl:6])=[O:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 691102-Chlorobenzoyl chloride

Product 1

HCID 2588182-Chloro-N-[(2-chlorophenyl)(hydroxy)methylidene]benzene-1-carbohydrazonic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A stirred solution of hydrazine hydrate (25 g) in water (500 ml) was treated dropwise and simultaneously with sodium hydroxide (43.6 g) in water (150 ml) and 2-chlorobenzoyl chloride (180.25 g). The addition over the mixture was stirred at room temperature for 2 hours. The solid was filtered off, washed with acetone/water 1:1 and recrystallised from acetic acid. Yield 97.5 g, m.p. 217°-219°.

Workup

  1. additionThe addition over the mixture
  2. filtrationThe solid was filtered off
  3. washwashed with acetone/water 1:1
  4. customrecrystallised from acetic acid

Sources & evidence

ORD record
ord-b5e347d25d05447b975f46efc6537bbf
Source dataset
uspto-grants-1980_12
Patent number
US04237127

Reaction notes

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