Boron trifluoride → HCID 23332648, compound

HRID 224374Notes

Reaction equation

HRID 224374 reaction equation
[N+:1](F)([O-:3])=[O:2].S1(CCCC1)(=O)=O.B(F)(F)F.[CH3:16][N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[Cl:34])=[N:20][CH:19]([F:35])[C:18]1=[O:36]>>[CH3:16][N:17]1[C:23]2[CH:24]=[CH:25][C:26]([N+:1]([O-:3])=[O:2])=[CH:27][C:22]=2[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[Cl:34])=[N:20][CH:19]([F:35])[C:18]1=[O:36]

Participants

5

Reactant 4

HCID 6356Boron trifluorideHCID 31347Sulfolane2×HCID 66203Nitryl fluorideHCID 23332580HCID 23332580, compound

Product 1

HCID 23332648HCID 23332648, compound

Procedure

A solution of 0.8 g. of NO2F in 13 ml. of sulfolane is saturated with BF3 at 5°-10°. This solution is added dropwise to a stirred solution of 3.03 g. of 1-methyl-3-fluoro-5-o-chlorophenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one, obtainable from the corresponding 3-chloro compound and AgF, in 15 ml. of sulfolane at 10°-15°. The mixture is stirred for 1 hour more at 15°-25° and worked up in the customary manner to give 1-methyl-3-fluoro-5-o-chlorophenyl-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one.

Workup

  1. additionThis solution is added dropwise to a stirred solution of 3.03 g
  2. customat 10°-15°

Sources & evidence

ORD record
ord-6fc1769810af4308b0ee16fde44f959f
Source dataset
uspto-grants-1980_11
Patent number
US04232016

Reaction notes

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