1-Propanol → 4-Chlorobenzoyl cyanide

HRID 2269610Notes

Reaction equation

HRID 2269610 reaction equation
[C:1]([NH:4][N:5]=[C:6]([C:14]#[N:15])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)(=[NH:3])[NH2:2].C([OH:19])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][CH:8]=2)=[C:14]([NH2:15])[N:2]=1.[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([C:14]#[N:15])=[O:19])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 10311-PropanolHCID 178511373HCID 178511373, compound

Product 2

HCID 98340514-Chlorobenzoyl cyanideHCID 21814736HCID 21814736, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared as in Example 2(a) from 4-chlorobenzoyl cyanide amidinohydrazone obtained in Example 7. The solvent for the ring closure was a mixture of 1-propanol and dimethyl sulfoxide (4:1). Total yield (from 4-chlorobenzoyl cyanide): 72%; m.p. 219-221° C. (uncorrected).

Sources & evidence

ORD record
ord-d1943596a26641c1aae2b12abfaee98e
Source dataset
uspto-grants-2001_12
Patent number
US06329521B2

Reaction notes

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