Sulfuric Acid → HCID 178425063, compound

HRID 1898466Notes

Reaction equation

HRID 1898466 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[CH:29][C:28]=3[F:37])=[O:25])=[CH:15][C:13]=2[N:14]=1.[S:38](=[O:42])(=[O:41])([OH:40])[OH:39]>CC(C)=O>[S:38]([OH:42])([OH:41])(=[O:40])=[O:39].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:22])([CH3:23])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:32]=[C:31]([C:33]([F:36])([F:34])[F:35])[CH:30]=[CH:29][C:28]=3[F:37])=[O:25])=[CH:15][C:13]=2[N:14]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 178425058HCID 178425058, compound

Product 1

HCID 178425063HCID 178425063, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-[(2-chloro-6-methylphenyl)amino]-N-[2-fluoro-5-(trifluoromethyl)phenyl]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide (Example-110, 0.100 g) in acetone was added of sulphuric acid. The reaction mass was refluxed for 3 h. The reaction mass was filtered and obtained residue was washed with DEE to afford 0.081 g desired product. 1HNMR (DMSO-d6): 6 1HNMR (DMSO-d6): δ 1.60 (s, 6H), 2.33 (s, 3H), 3.24 (s, 2H), 7.47 (m, 2H), 7.58 (m, 3H), 7.72 (s, 1H), 8.85 (d, J=5.4 Hz, 1H), 10.24 (s, 1H), 11.0 (br, 2H); 13 (br s, 1H).

Workup

  1. temperatureThe reaction mass was refluxed for 3 h
  2. filtrationThe reaction mass was filtered
  3. customobtained residue
  4. washwas washed with DEE

Sources & evidence

ORD record
ord-9754930872ab43fdb994d2b59342d6c2
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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