Hydrazine hydrate (1:1) → 5-Chloro-1-benzothiophene-2-carbohydrazide

HRID 443605Notes

Reaction equation

HRID 443605 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[CH:6]=1)=O.O.[NH2:16][NH2:17]>C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][C:8]2[S:9][C:5]([C:3]([NH:16][NH2:17])=[O:2])=[CH:6][C:7]=2[CH:13]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 23340399Methyl 5-chloro-1-benzothiophene-2-carboxylate

Product 1

HCID 705310155-Chloro-1-benzothiophene-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.00 g (35.3 mmols) of 5-chloro-2-benzo[b]thiophenecarboxylic acid methyl ester and 10 ml of hydrazine hydrate in 100 ml of absolute ethanol are boiled under reflux for 45 minutes. The cooled suspension is diluted with 100 ml of ice water and the product is filtered off. It is washed with two 40 ml portions of methanol and dried in vacuo. 5-Chloro-2-benzo[b]thiophene-carboxylic acid hydrazide with a melting point of 254°-255° is obtained.

Workup

  1. temperatureunder reflux for 45 minutes
  2. filtrationthe product is filtered off
  3. washIt is washed with two 40 ml portions of methanol
  4. customdried in vacuo

Sources & evidence

ORD record
ord-10f8f838e63a4f898aed029ed5636bbf
Source dataset
uspto-grants-1981_04
Patent number
US04260779

Reaction notes

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