Hydrochloric Acid → 10-Trifluoromethyl-1H-pyrimido[5,4,3-kl]phenothiazine-1,3-(2H)-dione

HRID 1658061Notes

Reaction equation

HRID 1658061 reaction equation
CS[C:3]1[N:18]2[C:19]3[C:10]([S:11][C:12]4[CH:13]=[CH:14][C:15]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:17]=42)=[CH:9][CH:8]=[CH:7][C:6]=3[C:5](=[O:24])[N:4]=1.Cl.C([OH:28])C>>[F:21][C:20]([F:23])([F:22])[C:15]1[CH:14]=[CH:13][C:12]2[S:11][C:10]3[C:19]4=[C:6]([C:5](=[O:24])[NH:4][C:3](=[O:28])[N:18]4[C:17]=2[CH:16]=1)[CH:7]=[CH:8][CH:9]=3

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 12223714HCID 12223714, compound

Product 1

HCID 1222371510-Trifluoromethyl-1H-pyrimido[5,4,3-kl]phenothiazine-1,3-(2H)-dione

Procedure

A stirred suspension of 53.6 g. (0.146 mol.) of 1-methylmercapto-10-trifluoromethyl-3H-pyrimido[5,4,3-kl]phenothiazine-3-one in 240 ml. of concentrated hydrochloric acid and 800 ml. of ethanol was heated under reflux for four hours. The reaction mixture was concentrated to approximately one-half its original volume by boiling off the excess solvents and chilled. The product was collected by filtration and washed thoroughly with water to give the title compound, m.p. 278°-280° (ethanol).

Workup

  1. additionA stirred suspension of 53.6 g
  2. temperatureunder reflux for four hours
  3. concentrationThe reaction mixture was concentrated to approximately one-half its original volume
  4. temperaturechilled
  5. filtrationThe product was collected by filtration
  6. washwashed thoroughly with water

Sources & evidence

ORD record
ord-00e4f8b5e2a945929064b175707d6ed3
Source dataset
uspto-grants-1976_06
Patent number
US03962438

Reaction notes

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