Malononitrile → HCID 178509177, compound

HRID 2095151Notes

Reaction equation

HRID 2095151 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13].NC1C=C(C=CC=1)CO.C(#N)CC#N.[OH2:30].[NH2:31][NH2:32]>>[NH2:13][C:12]1[C:11](=[N:10][NH:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[CH2:2][OH:30])[C:14]([NH2:15])=[N:32][N:31]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)HCID 802933-Aminobenzyl alcoholHCID 11975428HCID 11975428, compound

Product 1

HCID 178509177HCID 178509177, compound

Procedure

{2-[N′-(3,5-Diaminopyrazol-4-ylidene)hydrazino]phenyl}methanol was prepared using 2-[(2-hydroxymethylphenyl)hydrazono]malononitrile (0.100 g, 0.5 mmol) which was derived from 3-aminobenzyl alcohol (0.123 g, 1.0 mmol) and malononitrile (1.5 mmol) in a manner similar to that described in Example 2, and hydrazine hydrate. The title compound was obtained as a brown solid (32 mg, yield 28%); 1H NMR (ppm, 200 MHz, DMSO-d6) δ 4.51 (d, 2H), 5.20 (t, 1H), 6.0 (br s, 4H), 7.15 (d, 1H), 7.30 (t, 1H), 7.45-7.60 (m, 2H), 10.60 (br s, 1H).

Workup

  1. custom{2-[N′-(3,5-Diaminopyrazol-4-ylidene)hydrazino]phenyl}methanol was prepared

Sources & evidence

ORD record
ord-cf3c999a4e924493b1745e019c5ffae1
Source dataset
uspto-grants-2013_05
Patent number
US08445694B2

Reaction notes

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