Hydrazine hydrate (1:1) → HCID 19610644, compound

HRID 1602287Notes

Reaction equation

HRID 1602287 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][NH:7][C:8](SC)=[C:9]([C:12]#[N:13])[C:10]#[N:11])=[CH:4][CH:3]=1.O.[NH2:19][NH2:20]>CO>[NH2:11][C:10]1[NH:20][N:19]=[C:8]([NH:7][CH2:6][C:5]2[CH:16]=[CH:17][C:2]([NH2:1])=[CH:3][CH:4]=2)[C:9]=1[C:12]#[N:13]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19610656HCID 19610656, compound

Product 1

HCID 19610644HCID 19610644, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 15.71 g (64.3 mmol) of 3-(4-amino-benzylamino)-2-cyano-3-methylmercapto-acrylonitrile, 3.35 ml (67.5 mmol) of hydrazine hydrate and 90 ml of methanol is stirred for 1 hour at 20° C., heated under reflux for 4 hours and then concentrated by evaporation in vacuo. Digestion of the crystalline residue in 70 ml of diisopropyl ether, filtering and digestion again in 100 ml of isopropanol yield the title compound; m.p. 168-170° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. concentrationconcentrated by evaporation in vacuo
  4. filtrationDigestion of the crystalline residue in 70 ml of diisopropyl ether, filtering

Sources & evidence

ORD record
ord-30f7a645b1b54a568caa081330eb62b1
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

Loading…