Potassium Carbonate → HCID 67786570, compound

HRID 1033123Notes

Reaction equation

HRID 1033123 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)[C:7](/[CH:10]=[C:11]2/[N:12]([CH2:18][CH2:19][CH2:20][CH3:21])[C:13](=[O:17])[NH:14][C:15]/2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].C([O-])([O-])=O.[K+].[K+].[ClH:39].[CH3:40][C:41]1[S:42][CH:43]=[C:44]([CH2:46][Cl:47])[N:45]=1>CN(C=O)C>[ClH:47].[ClH:39].[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)[C:7](/[CH:10]=[C:11]2/[N:12]([CH2:18][CH2:19][CH2:20][CH3:21])[C:13](=[O:17])[N:14]([CH2:46][C:44]3[N:45]=[C:41]([CH3:40])[S:42][CH:43]=3)[C:15]/2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27342034-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1)HCID 10365862HCID 10365862, compound

Product 1

HCID 67786570HCID 67786570, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of methyl E-4-[[2-butyl-5-[[3-butyl-2,5-dioxo-4-imidazolidinylidene)methyl]-1H-imidazol-1-yl]methyl]benzoate (0.66 g, 1.5 mmol) in DMF (10 mL) is added K2CO3 (3.0 g, 15 mmol). After stirring for 5 minutes 2-methyl-4-chloromethylthiazole hydrochloride (0.28 g, 1.5 mmol) is added. The mixture is stirred for 16 hours and then filtered. The filtrate is concentrated in vacuo and dissolved in ether (50 mL). This solution is washed with water and dried over K2CO3 and charcoal. The mixture is filtered and allowed to stand in which time the product crystallizes. Petroleum ether is added to complete crystallization.

Workup

  1. additionis added
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated in vacuo
  4. dissolutiondissolved in ether (50 mL)
  5. washThis solution is washed with water
  6. dry with materialdried over K2CO3 and charcoal
  7. filtrationThe mixture is filtered
  8. customcrystallizes
  9. additionPetroleum ether is added to complete crystallization

Sources & evidence

ORD record
ord-20e49c31796341a89c69c235cfd8b2e8
Source dataset
uspto-grants-1994_05
Patent number
US05308853

Reaction notes

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