Bromoform → HCID 13689612, compound

HRID 1193431Notes

Reaction equation

HRID 1193431 reaction equation
N(OC(C)(C)C)=O.N[C:9]1[N:13]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=2[Cl:25])[N:12]=[CH:11][C:10]=1[N+:26]([O-:28])=[O:27].C(Br)(Br)[Br:30]>>[Cl:25][C:15]1[CH:16]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:19]([Cl:20])[C:14]=1[N:13]1[C:9]([Br:30])=[C:10]([N+:26]([O-:28])=[O:27])[CH:11]=[N:12]1

Participants

4

Reactant 3

HCID 5558BromoformHCID 10906Tert-Butyl nitriteHCID 175845Nipyraclofen

Product 1

HCID 13689612HCID 13689612, compoundYield 89%

Procedure

18 ml (0.16 mole) of t-butyl nitrite are added dropwise to 17.1 g (0.05 mole) of 5-amino-4-nitro-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-pyrazole (compare DE-OS (German Published Specification) No. 3,402,308), supra, in 75 ml of bromoform in the course of 15 minutes, with stirring, whereupon the temperature of the reaction mixture rises to 50° C. When the addition has ended, the mixture is stirred at the reflux temperature for a further hour and concentrated in vacuo. 18.0 g (89% of theory) of 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-nitro-5-bromo-pyrazole of melting point 96° C. are obtained.

Workup

  1. customrises to 50° C
  2. additionWhen the addition
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e5188ce1845e4fc5ba33433938f99c02
Source dataset
uspto-grants-1989_03
Patent number
US04810283

Reaction notes

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