Diphenylmethane diisocyanate → Formanilide

HRID 2372505Notes

Reaction equation

[CH2:1](N=C=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]=[C:8]=[O:9].N(C1CC(C)(CN=C=O)CC(C)(C)C1)=C=O.C1(N=C=O)C=CC(N=C=O)=CC=1.C1C(CC2C=CC(N=C=O)=CC=2)=CC=C(N=C=O)C=1>>[NH:7]([CH:8]=[O:9])[C:6]1[CH:5]=[CH:4][CH:3]=[CH:2][CH:1]=1

Participants

Reactant 4

HCID 7570Diphenylmethane diisocyanate

HCID 13192Hexamethylene diisocyanate

HCID 610091,4-Diisocyanatobenzene

HCID 169132Isophorone diisocyanate

Product 1

HCID 7671Formanilide

Procedure

Particularly preferred isocyanates are hexamethylene diisocyanate; 1,12-dodecane diisocyanate; cyclobutane-1,3-diisocyanate; cyclohexane-1,3- and -1,4-diisocyanate and mixtures of these isomers; 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethyl cyclohexane; hexahydro-1,3- and/or -1,4-phenylene diisocyanate; perhydro-2,4'- and/or -4,4'-diphenylmethane diisocyanate; 1,3- and 1,4-phenylene diisocyanate; 2,4- and 2,6-tolylene diisocyanate and mixtures of these isomers; diphenylmethane-2,4'- and/or -4,4'-diisocyanate; naphthylene-1,5-diisocyanate; triphenylmethane-4,4',4"-triisocyanate; and polyphenyl polymethylene polyisocyanates of the type obtained by phosgenation of aniline-formaldehyde condensates.

Sources & evidence

ORD record: ord-de338d33ba094c2e8536aa7dc51025f5
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05098984

Reaction notes

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