2-Benzothiazolinone, hydrazone → HCID 20228188, compound

HRID 1731662Notes

Reaction equation

HRID 1731662 reaction equation
[Na].[NH:2]([C:4]1[S:5][C:6]2[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=2[N:8]=1)[NH2:3].[C:13](#[N:17])[C:14]([CH3:16])=[CH2:15]>C(O)C>[NH2:17][C:13]1[CH:14]([CH3:16])[CH2:15][N:2]([C:4]2[S:5][C:6]3[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=3[N:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 119882-Benzothiazolinone, hydrazoneHCID 31368MethacrylonitrileHCID 5360545Sodium

Product 1

HCID 20228188HCID 20228188, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 0.5 g. amount of sodium metal is dissolved in 100 ml. of absolute ethanol, then 16.5 g. of 2-hydrazinobenzothiazole is added followed by 6.7 g. of methacrylonitrile. The reaction mixture is refluxed for 4 hours, then is cooled. Some of the ethanol is removed in vacuo and the precipitate is collected by filtration to give 20.6 g. of the desired product as colorless prisms, m.p. 207°-209° C.

Workup

  1. temperatureThe reaction mixture is refluxed for 4 hours
  2. temperatureis cooled
  3. customSome of the ethanol is removed in vacuo
  4. filtrationthe precipitate is collected by filtration
  5. customto give 20.6 g

Sources & evidence

ORD record
ord-3a7274c4ec814d7ea4d688be8acfc1be
Source dataset
uspto-grants-1986_11
Patent number
US04622401

Reaction notes

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