Hydrazine hydrate (1:1) → HCID 135980156, compound

HRID 1904897Notes

Reaction equation

HRID 1904897 reaction equation
Cl([O-])(=O)(=O)=O.[OH:6][C:7]1[CH:29]=[CH:28][C:10]([CH:11]=[CH:12][CH2+:13]2[C:18]3[CH:19]=[C:20]([O:25][CH3:26])[C:21]([O:23][CH3:24])=[CH:22][C:17]=3[CH:16]=[C:15]([CH3:27])O2)=[CH:9][CH:8]=1.O.[NH2:31][NH2:32]>C(O)C>[OH:6][C:7]1[CH:29]=[CH:28][C:10]([CH:11]=[CH:12][C:13]2[C:18]3[CH:19]=[C:20]([O:25][CH3:26])[C:21]([O:23][CH3:24])=[CH:22][C:17]=3[CH2:16][C:15]([CH3:27])=[N:32][N:31]=2)=[CH:9][CH:8]=1

Participants

3

Reactant 1

HCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 135980156HCID 135980156, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.5 g (10.6 mM) of 1-(4-hydroxystyryl)-3-methyl-6,7-dimethoxy-2-benzopyrylium perchlorate (m.p. 298° to 300° C. d.) are suspended in 90 ml of 99.5% ethanol, 1.6 ml (31.8 mM) of 100% hydrazine hydrate are added, and the solution is stirred for 2 hours at room temperature. After evaporation at reduced pressure the residue is suspended in 100 ml of water, filtered, washed with 3×5 ml of water, the crude product is resuspended in hot water, filtered, washed with 3×5 ml of water and dried at 80° to 100° C. Yield 2.65g, m.p. 205° to 207° C. (decomp.). This crude product is purified by refluxing in 12 ml of ethanol and subsequent drying. Yield 2.37 g (66.4%), m.p. 209° to 211° C. (decomp.).

Workup

  1. customAfter evaporation at reduced pressure the residue
  2. filtrationfiltered
  3. washwashed with 3×5 ml of water
  4. filtrationfiltered
  5. washwashed with 3×5 ml of water
  6. customdried at 80° to 100° C
  7. customThis crude product is purified
  8. temperatureby refluxing in 12 ml of ethanol

Sources & evidence

ORD record
ord-ed803feb9cc44bb3848d527f571d3665
Source dataset
uspto-grants-1989_06
Patent number
US04840948

Reaction notes

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