Ammonia → HCID 19791767, compound

HRID 1655571Notes

Reaction equation

HRID 1655571 reaction equation
[CH3:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9](O)=[O:10])=[CH:4][CH:3]=1.P(Cl)(Cl)Cl.[NH3:22]>C1C=CC=CC=1>[CH3:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([NH2:22])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24387Phosphorus trichlorideHCID 5786562-(4-Methylphenoxy)benzoic acid

Product 1

HCID 19791767HCID 19791767, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-[4-Methylphenoxy]benzoic acid, prepared as described by D. J. Carini in J. Medicinal Chem., 33, 1330- (1990), is converted to the corresponding acid chloride with phosphorous trichloride in benzene. The acid chloride is reacted with ammonia to give 2-(4-methylphenoxy)-benzenecarboxamide. The carboxamide is then dehydrated by treatment with thionyl chloride to give 2-(4'-methylphenoxy)benzonitrile.

Sources & evidence

ORD record
ord-70d04633e6cc4fab980bc9d02462bbca
Source dataset
uspto-grants-1993_10
Patent number
US05250548

Reaction notes

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