Pyrogallol → HCID 53810867, compound

HRID 267857Notes

Reaction equation

HRID 267857 reaction equation
Cl([O-])(=O)(=O)=O.[Cl:6][C:7]([C:13]([C:18]#N)=[CH:14][N:15](C)C)=[N:8][CH:9]=[N+:10]([CH3:12])[CH3:11].C1(C=CC=C(O)C=1O)[OH:21]>O.C(O)C>[Cl:6][C:7]([N:8]=[CH:9][N:10]([CH3:12])[CH3:11])=[C:13]([CH:18]=[O:21])[C:14]#[N:15]

Participants

5

Reactant 2

HCID 1057PyrogallolHCID 86733163HCID 86733163, compound

Product 1

HCID 53810867HCID 53810867, compoundYield 8,968.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

31.4 g of N-(3-chloro-4-cyano-5-dimethylamino-2-aza-2,4-pentadienylidene)-N,N-dimethyl ammonium perchlorate and 0.1 g of pyrogallol are stirred in a mixture of 140 ml of water and 200 ml of ethanol for one hour at 25° to 30° C. Precipitaion of reaction products is completed by addition of 500 g of ice. Vacuum filtration is then carried out. This is followed by washing with cold water. Drying is effected at 20°C over P2O5. 13.2 g (71.2%) of 3-chloro-5-dimethylamino-2-formyl-4-aza-2,4-pentadienenitrile, with a melting point of 145° to 147°C (with decomposition), are thus obtained in the form of pale needles.

Workup

  1. customPrecipitaion of reaction products
  2. filtrationVacuum filtration
  3. washby washing with cold water
  4. customDrying
  5. customis effected at 20°C over P2O5

Sources & evidence

ORD record
ord-194d3cc2377c4938a52375c95d0b63a8
Source dataset
uspto-grants-1976_03
Patent number
US03944667

Reaction notes

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