Nitric Acid → 2-Cyano-5-ethoxalylamino-4-nitrobenzotrifluoride

HRID 346132Notes

Reaction equation

HRID 346132 reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:15])=[CH:9][C:8]=1[C:21]([F:24])([F:23])[F:22])#[N:6]>>[C:5]([C:7]1[CH:12]=[C:11]([N+:1]([O-:4])=[O:2])[C:10]([NH:13][C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:15])=[CH:9][C:8]=1[C:21]([F:22])([F:24])[F:23])#[N:6]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 199904272-Cyano-5-ethoxalylaminobenzotrifluoride

Product 1

HCID 199904042-Cyano-5-ethoxalylamino-4-nitrobenzotrifluorideYield 61%

Procedure

To 75 ml ice-cooled 100% nitric acid was added gradually 7.25 g (25.3 mmol) 2-cyano-5-ethoxalylaminobenzotrifluoride. Stirring was continued at 25° C. for 3 h. The reaction mixture was poured into 500 ml ice-water to give a crude product. Recrystallization (ethanol-water) gave 5.1 g (61%) 2-cyano-5-ethoxalylamino-4-nitrobenzotrifluoride. M.p. 101°-102° C.

Workup

  1. customto give a crude product
  2. customRecrystallization (ethanol-water)

Sources & evidence

ORD record
ord-b1f11dc5990b491eb50b5850d106d6aa
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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