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

HRID 67236

Reaction equation

HRID 67236 reaction equation
[C:1]1([CH:7]2[S:16][C:10]3=[N:11][CH2:12][CH2:13][CH2:14][CH2:15][N:9]3[C:8]2([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[OH:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24]([OH:33])(=[O:32])[C@@H:25]([C@H:27]([C:29]([OH:31])=[O:30])[OH:28])[OH:26].C(O)(C)C>CC(C)=O>[C:29]([C@@H:27]([C@H:25]([C:24]([OH:33])=[O:32])[OH:26])[OH:28])([OH:31])=[O:30].[C:1]1([CH:7]2[S:16][C:10]3=[N:11][CH2:12][CH2:13][CH2:14][CH2:15][N:9]3[C:8]2([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[OH:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 444305L-Tartaric acidHCID 130682892,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol

Product 1

HCID 705511652,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]-diazepin-3-ol L-tartrate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 3.42 g. of 2,3,5,6,7,8-hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol, prepared as described in Example 4, in acetone is treated with a solution of 1.50 g. of L-tartaric acid in acetone. Isopropanol is added and the mixture is warmed briefly to dissolve the gum which forms. After cooling, the solid is collected and recrystallized from a mixture of methanol and isopropanol, giving 3.15 g. of the desired product, m.p. 138°-140° C.

Workup

  1. additionis treated with a solution of 1.50 g
  2. temperaturethe mixture is warmed briefly
  3. dissolutionto dissolve the gum which
  4. temperatureAfter cooling
  5. customthe solid is collected
  6. customrecrystallized from a mixture of methanol and isopropanol
  7. customgiving 3.15 g

Sources & evidence

ORD record
ord-6b200dc4c9e34ec8ad8e447a85ed3847
Source dataset
uspto-grants-1982_08
Patent number
US04344954

Linked notes

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