Formic Acid → 5,7-dihydro-7,7-dimethylpyrrolo(2,3-f)benzimidazol-6(1H)-one

HRID 568803Notes

Reaction equation

HRID 568803 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[NH:7][C:6](=[O:12])[C:5]2([CH3:14])[CH3:13].[CH:15](O)=O>>[CH3:13][C:5]1([CH3:14])[C:4]2[C:8](=[CH:9][C:10]3[NH:11][CH:15]=[N:1][C:2]=3[CH:3]=2)[NH:7][C:6]1=[O:12]

Participants

3

Reactant 2

HCID 284Formic Acid2×HCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-

Product 1

HCID 1784292195,7-dihydro-7,7-dimethylpyrrolo(2,3-f)benzimidazol-6(1H)-one

Procedure

288 mg. (1.51 mmole) 5,6-diamino-3,3-dimethylindolin-2-one and 66 mg. (1.43 mmole) formic acid are heated for 1 hour at 100° C. After the addition of a further 24 mg. (0.52 mmole) formic acid, the reaction mixture is further heated to 100° C. for 60 minutes. Thereafter, trituration is carried out with 0.5 ml. amounts of diethyl ether, followed by suction filtration. There are obtained 277 mg. (91% of theory) of the title compound in the form of pale crystals; m.p. 278°-280° C.

Workup

  1. additionAfter the addition of a further 24 mg
  2. filtrationamounts of diethyl ether, followed by suction filtration
  3. customThere are obtained 277 mg

Sources & evidence

ORD record
ord-b4cc53fec7124b819c3d5876dc9e8682
Source dataset
uspto-grants-1988_03
Patent number
US04730003

Reaction notes

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