Methanol → 2,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol

HRID 67231Notes

Reaction equation

HRID 67231 reaction equation
Br.[C:2]1([CH:8]2[S:17][C:11]3=[N:12][CH2:13][CH2:14][CH2:15][CH2:16][N:10]3[C:9]2([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[OH:18])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[OH-].[Na+]>O>[C:2]1([CH:8]2[S:17][C:11]3=[N:12][CH2:13][CH2:14][CH2:15][CH2:16][N:10]3[C:9]2([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[OH:18])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 205282882,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol hydrobromide

Product 1

HCID 130682892,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 10 g. portion of 2,3,5,6,7,8-hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol hydrobromide is dissolved with stirring in 300 ml. of 50% methanol. A 10 ml. portion of 5N sodium hydroxide is added, 200 ml. of water are added and after standing, the mixture is chilled. The solid is collected, washed with water and dried, giving 8.42 g. of the desired product, m.p. 100°-103° C.

Workup

  1. temperaturethe mixture is chilled
  2. customThe solid is collected
  3. washwashed with water
  4. customdried
  5. customgiving 8.42 g

Sources & evidence

ORD record
ord-f26c18163ea34d6ab65052ab06102dc3
Source dataset
uspto-grants-1982_08
Patent number
US04344954

Reaction notes

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