Ethanol → 4-dimethylamino-N'-(4-nitrophenyl)-benzenecarbohydrazonamide

HRID 542875Notes

Reaction equation

HRID 542875 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=S)[NH:10]C2C=CC([N+]([O-])=O)=CC=2)=[CH:5][CH:4]=1.[CH2:22](O)[CH3:23].[OH2:25].[NH2:26][NH2:27].[OH2:28]>>[CH3:1][N:2]([CH3:21])[C:3]1[CH:4]=[CH:5][C:6]([C:9](=[N:26][NH:27][C:23]2[CH:22]=[CH:8][C:3]([N+:2]([O-:28])=[O:25])=[CH:4][CH:5]=2)[NH2:10])=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 131748644-dimethylamino-N-(4-nitrophenyl)-benzenecarbothiamide

Product 1

HCID 540281914-dimethylamino-N'-(4-nitrophenyl)-benzenecarbohydrazonamide

Conditions

Temperature
10 °C

Procedure

A suspension of 30 g of the product of Step A and 180 ml of ethanol was heated to reflux and 30 ml of hydrazine hydrate were added thereto. The mixture was refluxed for 15 minutes and then 180 ml of distilled water were added thereto. The mixture was cooled to 10° C. and was vacuum filtered. The product was washed with water and dried to obtain 19 g of 4-dimethylamino-N'-(4-nitrophenyl)-benzenecarbohydrazonamide melting at 174° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe mixture was refluxed for 15 minutes
  4. filtrationfiltered
  5. washThe product was washed with water
  6. customdried

Sources & evidence

ORD record
ord-672695e7844a49fd90d3b7875e88e393
Source dataset
uspto-grants-1987_04
Patent number
US04659729

Reaction notes

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