Ammonia → Allyl anthranilate

HRID 1736361Notes

Reaction equation

[N+:1]([C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[C:6]([O:8][CH2:9][CH:10]=[CH2:11])=[O:7])([O-])=O.C(OC1C=C(C=CC=1[N+]([O-])=O)C(OCC=C)=O)C=C.N>>[NH2:1][C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[C:6]([O:8][CH2:9][CH:10]=[CH2:11])=[O:7]

Participants

Reactant 3

HCID 222Ammonia

HCID 13788700Allyl 2-nitrobenzoate

HCID 19432478Allyl 3-allyloxy-4-nitrobenzoate

Product 1

HCID 24116Allyl anthranilate

Procedure

The above nitro compound was reduced by the method described in example 1, for the reduction of allyl 3-allyloxy-4-nitrobenzoate, except using an aqueous solution of ammonia in place of sodium bicarbonate in the work-up, to give allyl 2-aminobenzoate.

Sources & evidence

ORD record: ord-537ae6ed13b34a329726b4872ed45441
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05541178

Reaction notes

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