Ammonia → Allyl 4-allyloxy-3-aminobenzoate

HRID 1736358Notes

Reaction equation

HRID 1736358 reaction equation
[CH2:1]([O:4][C:5]1[CH:16]=[CH:15][C:8]([C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])=[CH:7][C:6]=1[N+:17]([O-])=O)[CH:2]=[CH2:3].C(OC1C=C([N+]([O-])=O)C=CC=1C(OCC=C)=O)C=C.N>CO>[CH2:1]([O:4][C:5]1[CH:16]=[CH:15][C:8]([C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])=[CH:7][C:6]=1[NH2:17])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 11666115HCID 11666115, compoundHCID 19432496HCID 19432496, compound

Product 1

HCID 19432523Allyl 4-allyloxy-3-aminobenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

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

Sources & evidence

ORD record
ord-4b065fbabcf24293b417dcacb350f0a1
Source dataset
uspto-grants-1996_07
Patent number
US05541178

Reaction notes

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