Aniline → Methanimidic acid, N-phenyl-, ethyl ester

HRID 2055771Notes

Reaction equation

HRID 2055771 reaction equation
C1(N[CH:8]=[N:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)C=CC=CC=1.NC1C=CC=CC=1.C(OCC)(OCC)[O:24][CH2:25][CH3:26]>>[C:10]1([N:9]=[CH:8][O:24][CH2:25][CH3:26])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 3

HCID 6115AnilineHCID 31214Ethyl orthoformate2×HCID 94888N,N'-Diphenylformamidine

Product 1

HCID 111236Methanimidic acid, N-phenyl-, ethyl ester

Procedure

The synthesis is achieved in three steps. The first step is the preparation of N,N′-diphenyl formamidine (by the reaction of aniline with triethyl orthoformate). This intermediate is then further reacted with triethyl orthoformate to produce ethyl N-phenylimidoformate. The final step is the reaction of ethyl phenylimidoformate with 4-aminostyrene to give the product.

Sources & evidence

ORD record
ord-1eedef7a1a2a47c4af9c4b68507665ab
Source dataset
uspto-grants-2008_02
Patent number
US07332553B2

Reaction notes

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