Benzene → Diphenylmethane

HRID 2418968Notes

Reaction equation

HRID 2418968 reaction equation
C1C=CC=CC=1.N1C=CC=CC=1.[CH:13]1[C:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23](N=C=O)=[CH:22][CH:21]=2)=[CH:17][CH:16]=[C:15](N=C=O)[CH:14]=1>C(Cl)(Cl)Cl>[C:18]1([CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 1049PyridineHCID 7570Diphenylmethane diisocyanate

Product 1

HCID 7580Diphenylmethane

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

To 111 parts of 2-amino-4-(m,m'-di-t-butyl-p-hydroxyphenyl)-butane, 500 parts by volume of benzene and 2 parts by volume of pyridine there are added, slowly, 55 parts of diphenylmethane-4,4'-diisocyanate in 500 parts by volume of chloroform at 25° to 30° C. The mixture is then heated at 40° C for 1 hour and filtered. There are obtained 77 parts (48% of theory) of 4,4'-di-4"' -(m,m'-di-t-butyl-p-hydroxyphenyl)-butyl-2"' -ureido]-diphenylmethane, m.p. 183° to 186° C after recrystallization from 1:1 benzene/methanol.

Workup

  1. customat 25° to 30° C
  2. filtrationfiltered

Sources & evidence

ORD record
ord-e559373a4dc94764b768dce73493b6e2
Source dataset
uspto-grants-1978_08
Patent number
US04104287

Reaction notes

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