Ammonia → HCID 57215693, compound

HRID 866351Notes

Reaction equation

HRID 866351 reaction equation
[N+:1]([C:4]1[C:9]([Cl:10])=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=[C:6]([CH3:14])[C:5]=1[C:15]([OH:17])=O)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)Cl.C1(C)C(C(Cl)=O)=CC=CC=1.[NH3:34]>CC(C)=O>[N+:1]([C:4]1[C:9]([Cl:10])=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=[C:6]([CH3:14])[C:5]=1[C:15]([NH2:34])=[O:17])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24819Phosphorus pentachlorideHCID 702762-Methylbenzoyl chlorideHCID 57116083HCID 57116083, compound

Product 1

HCID 57215693HCID 57215693, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

o-Toluoyl chlorides may be prepared by reacting 3,5-dinitro-4-chloro-o-toluic acid with phosphorus pentachloride. The resulting o-toluoyl chloride is then treated with ammonia in cold acetone to yield the corresponding 3,5-dinitro-4-chloro-o-toluamide which is converted to the corresponding nitrile by reaction with phosphorus pentoxide or preferably with POCl3.

Sources & evidence

ORD record
ord-d37caa7dbf8944f5a9cd6c8cedb1b271
Source dataset
uspto-grants-1978_07
Patent number
US04098812

Reaction notes

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