4-Hydroxy-3,5-dinitrobenzaldehyde → HCID 22763893, compound
Reaction equation
FC(F)(F)C1NC2C([N+]([O-])=[O:13])=CC(C(F)(F)F)=CC=2N=1.[N+:21]([C:24]1[CH:29]=[C:28]([CH:30]([F:32])[F:31])[CH:27]=[C:26]([N+:33]([O-:35])=[O:34])[CH:25]=1)([O-:23])=[O:22].[N+](C1C=C(C=C([N+]([O-])=O)C=1O)C=O)([O-])=O>>[N+:21]([C:24]1[CH:29]=[C:28]([CH:30]([F:31])[F:32])[CH:27]=[C:26]([N+:33]([O-:35])=[O:34])[C:25]=1[OH:13])([O-:23])=[O:22]Participants
4
Procedure
Compounds in which the substituent in the 6(5) position of the benzene ring of the benzimidazole is difluoromethyl are prepared from 2,6-dinitro-4-difluoromethylbenzene according to the above procedure. This latter compound is prepared by the reaction of SF4 and 3,5-dinitro-4-hydroxybenzaldehyde to yield 2,6-dinitro-4-difluoromethylphenol which is converted to the corresponding chloride by conventional means. 2-Trifluoromethyl-4-nitro-6-difluoromethylbenzimidazole was prepared from the above diamine by the process of the above example and melted at about 132°-134° C. after recrystallization from benzene.
Sources & evidence
- ORD record
- ord-71a54c7f266a4bdca8fd9ba0c68a4e60
- Source dataset
- uspto-grants-1978_10
- Patent number
- US04122184
Reaction notes
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