Toluene → Benzimidazole, 2-trichloromethyl-

HRID 18532

Reaction equation

HRID 18532 reaction equation
[C:1]1([NH2:8])[C:2]([NH2:7])=[CH:3][CH:4]=[CH:5][CH:6]=1.CO[C:11](=N)[C:12]([Cl:15])([Cl:14])[Cl:13].C1(C)C=CC=CC=1>C(O)(=O)C>[Cl:13][C:12]([Cl:15])([Cl:14])[C:11]1[NH:8][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[N:7]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 7243O-PhenylenediamineHCID 100479Methyl 2,2,2-trichloroacetimidate

Product 1

HCID 77133Benzimidazole, 2-trichloromethyl-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 10 g Benzene-1,2-diamine in 250 mL acetic acid, 22.8 g 2,2,2-Trichloro-acetimidic acid methyl ester were added drop wise at RT. After 2 h 500 mL toluene were added and the solvents were removed under reduced pressure. The residue was codestilled additional two times with toluene. After drying under reduced pressure the product was pure enough for the next reaction step.

Workup

  1. customthe solvents were removed under reduced pressure
  2. customAfter drying under reduced pressure the product
  3. customwas pure enough for the next reaction step

Sources & evidence

ORD record
ord-0afa7b3ef23347f6a27ba72298be89b9
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Linked notes

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