Benzocaine → HCID 178469060, compound

HRID 254953Notes

Reaction equation

HRID 254953 reaction equation
C(OC(=O)C1C=CC(N[N:12]=[C:13]([C:16]#[N:17])[C:14]#[N:15])=CC=1)C.[NH2:19][C:20]1[CH:30]=[CH:29][C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][CH:21]=1.C(#N)CC#N.O.[NH2:37][NH2:38]>>[CH2:27]([O:26][C:24](=[O:25])[C:23]1[CH:22]=[CH:21][C:20]([NH:19][N:12]=[C:13]2[C:14]([NH2:15])=[N:38][N:37]=[C:16]2[NH2:17])=[CH:30][CH:29]=1)[CH3:28]

Participants

5

Reactant 4

HCID 2337BenzocaineHCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 14902661HCID 14902661, compound

Product 1

HCID 178469060HCID 178469060, compound

Procedure

4-[N′-(3,5-diaminopyrazol-4-ylidene)hydrazino]benzoic acid ethyl ester was prepared using 121 mg (0.5 mmol) of 4-(N′-dicyanomethylenehydrazino)benzoic acid ethyl ester, which was derived from ethyl 4-aminobenzoate (165 mg, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. The hydrazine hydrate was added to the solution at a temperature of 75° C. The solution cleared briefly and then a precipitate formed. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 45 mg (33%) of the compound as a yellow solid.

Workup

  1. customa precipitate formed
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-bc177e1f7faf4df099f8ef6155ad9178
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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