1-Propanol → 2,4-Dichlorobenzoyl Cyanide

HRID 2269608Notes

Reaction equation

HRID 2269608 reaction equation
[C:1]([NH:4][N:5]=[C:6]([C:15]#[N:16])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=1[Cl:14])(=[NH:3])[NH2:2].C([OH:20])CC>CS(C)=O>[NH2:3][C:1]1[N:4]=[N:5][C:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[Cl:14])=[C:15]([NH2:16])[N:2]=1.[Cl:14][C:8]1[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:7]=1[C:6]([C:15]#[N:16])=[O:20]

Participants

5

Reactant 2

HCID 10311-PropanolHCID 178511374HCID 178511374, compound

Product 2

HCID 98342322,4-Dichlorobenzoyl CyanideHCID 183478976-(2,4-Dichlorophenyl)-1,2,4-triazine-3,5-diamine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared as in Example 2(a) from 2,4-dichlorobenzoyl cyanide amidinohydrazone obtained in Example 3. The solvent for ring closure was a mixture of 1-propanol and dimethylsulfoxide (5:1). Total yield (from 2,4-dichlorobenzoyl cyanide): 55%; m.p. 220-222° C. (uncorrected).

Sources & evidence

ORD record
ord-91a562f30f3a4a90bfbf3904bf4c121a
Source dataset
uspto-grants-2001_12
Patent number
US06329521B2

Reaction notes

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