Hydrazine hydrate (1:1) → HCID 21190661, compound

HRID 1068938Notes

Reaction equation

HRID 1068938 reaction equation
[C:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](SC)=[C:18]([C:21]#[N:22])[C:19]#[N:20])=[CH:12][CH:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].O.[NH2:26][NH2:27]>CO>[NH2:20][C:19]1[NH:27][N:26]=[C:17]([NH:16][C:13]2[CH:14]=[CH:15][C:10]([CH2:9][NH:8][C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])=[CH:11][CH:12]=2)[C:18]=1[C:21]#[N:22]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 17938978HCID 17938978, compound

Product 1

HCID 21190661HCID 21190661, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 117.8 g (342 mmol) of 3-[4-(N-Boc-aminomethyl)-phenylamino)2-cyano-3-methylmercaptoacrylonitrile, 20.54 ml (41.45 mmol) of hydrazine hydrate and 750 ml of methanol is heated under reflux for 3 hours and then concentrated by evaporation in vacuo at 50° C., yielding 5-amino-3-[4-(N-Boc-aminomethyl)-phenylamino]-4-cyano pyrazole in the form of an amorphous residue; TLC-Rf=0.28 (methylene chloride/methanol [9:1]).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 3 hours
  3. concentrationconcentrated by evaporation in vacuo at 50° C.

Sources & evidence

ORD record
ord-d7ac55948594453eb1c9109195f528a3
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

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