Lithium hydroxide, monohydrate → 2-[[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}3,4-dihydro-2-oxo-4-thioxo-1(2H)pyrimidinyl]methyl]-4-thiazolecarboxylic acid

HRID 1275880Notes

Reaction equation

HRID 1275880 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[C:17](=[S:34])[NH:18][C:19](=[O:33])[N:20]([CH2:22][C:23]4[S:24][CH:25]=[C:26]([C:28]([O:30]CC)=[O:29])[N:27]=4)[CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.O.[OH-].[Li+]>CO.O>[CH:12]1[C:8]2[CH:9]=[CH:10][C:11]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[CH:6]([C:16]3[C:17](=[S:34])[NH:18][C:19](=[O:33])[N:20]([CH2:22][C:23]4[S:24][CH:25]=[C:26]([C:28]([OH:30])=[O:29])[N:27]=4)[CH:21]=3)[C:7]=2[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 867561222-[[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}-3,4-dihydro-2-oxo-4-thioxo-1(2H)-pyrimidinyl]methyl]-4-thiazolecarboxylic acid, ethyl ester

Product 1

HCID 98042492-[[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}3,4-dihydro-2-oxo-4-thioxo-1(2H)pyrimidinyl]methyl]-4-thiazolecarboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of the product of step (v) (1.5 g) and lithium hydroxide monohydrate (1.26 g) in methanol (100 ml) and water (50 ml) was stirred at room temperature overnight. The solution was concentrated under reduced pressure to 50 ml and the pH adjusted to 3.5 with 2M hydrochloric acid. The precipitated product was collected, washed with water and dried. Yield 1.1 g.

Workup

  1. concentrationThe solution was concentrated under reduced pressure to 50 ml
  2. customThe precipitated product was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-747ac83604904030bc2ba504166f996f
Source dataset
uspto-grants-2000_12
Patent number
US06162808

Reaction notes

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