Nitric Acid → HCID 53781347, compound

HRID 1591291Notes

Reaction equation

HRID 1591291 reaction equation
[CH3:1][N:2]([CH3:13])[CH:3]=[N:4][C:5]1[S:6][CH:7]=[C:8]([Cl:12])[C:9]=1[C:10]#[N:11].[N+:14]([O-])([OH:16])=[O:15]>>[CH3:1][N:2]([CH3:13])[CH:3]=[N:4][C:5]1[S:6][C:7]([N+:14]([O-:16])=[O:15])=[C:8]([Cl:12])[C:9]=1[C:10]#[N:11]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 54085961N'-(4-Chloro-3-cyanothiophen-2-yl)-N,N-dimethylmethanimidamide

Product 1

HCID 53781347HCID 53781347, compoundYield 73%

Procedure

21.3 parts of N,N-dimethyl-N'-(4-chloro-3-cyano-thien-2-yl)-formamidine are introduced into 100 parts of 100% strength nitric acid, while cooling with ice. The mixture is stirred for 1 hour at room temperature, after which the product is precipitated by pouring the mixture onto ice water, and the precipitate formed is filtered off under suction, washed with water and dried to give 18.8 parts (73% of theory) of N,N-dimethyl-N'-(4-chloro-3-cyano-5-nitrothien-2-yl)-formamidine. Decomposition temperature: 254° C. (from glacial acetic acid).

Workup

  1. temperaturewhile cooling with ice
  2. customafter which the product is precipitated
  3. additionby pouring the mixture onto ice water
  4. customthe precipitate formed
  5. filtrationis filtered off under suction
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-14d447934ae34ae981c71d981b9ca476
Source dataset
uspto-grants-1993_04
Patent number
US05206375

Reaction notes

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