Acetonitrile → HCID 20960120, compound

HRID 2428022Notes

Reaction equation

HRID 2428022 reaction equation
[NH2:1]/[C:2](/[C:16]#[N:17])=[C:3](\[NH:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:8])/[C:4]#[N:5].C1(N=C=[O:26])C=CC=CC=1.N/[C:28](=[C:31](\[NH2:34])/[C:32]#N)/[C:29]#N.[C:35](#N)[CH3:36]>>[O:8]=[C:7]1[NH:6][C:3]2[C:4](=[N:5][C:32]([C:31]3[CH:28]=[CH:29][CH:36]=[CH:35][N:34]=3)=[N:1][C:2]=2[C:16]([NH2:17])=[O:26])[N:9]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 7672Phenyl isocyanateHCID 2723951DiaminomaleonitrileHCID 5523878HCID 5523878, compound

Product 1

HCID 20960120HCID 20960120, compoundYield 76%

Procedure

(Z)-1-(2-Amino-1,2-dicyanovinyl)-3-phenylurea. Phenyl isocyanate (0.700 g, 5.88 mmol) and 2,3-diaminomaleonitrile (0.600 g, 5.55 mmol) were reacted in acetonitrile according to General Procedure A. The material was triturated from acetonitrile and diethyl ether. The resultant solid was filtered and dried to give the title compound as an orange solid (0.95 g, 4.2 mmol, 76% yield) which was used directly in the next step.

Workup

  1. customThe material was triturated from acetonitrile and diethyl ether
  2. filtrationThe resultant solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-faf1950346464a099269f517fadc4a86
Source dataset
uspto-grants-2011_06
Patent number
US07968556B2

Reaction notes

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