1,1'-Carbonyldiimidazole → HCID 59323900, compound

HRID 2355045Notes

Reaction equation

HRID 2355045 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:16])[CH3:15])=[CH:10][CH:9]=2)=[C:5]([CH3:7])[N:6]=1.[C:17](N1C=CN=C1)([N:19]1[CH:23]=[CH:22][N:21]=[CH:20]1)=[O:18]>C1COCC1.ClCCl>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:4]2[S:3][C:2]([NH:1][C:17]([N:19]3[CH:23]=[CH:22][N:21]=[CH:20]3)=[O:18])=[N:6][C:5]=2[CH3:7])=[CH:9][CH:10]=1)(=[O:16])[CH3:15]

Participants

5

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59383111HCID 59383111, compound

Product 1

HCID 59323900HCID 59323900, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 1-[4-(2-Amino-4-methyl-thiazol-5-yl)-phenyl]-ethanone (0.57 g, 2.45 mmol) is dissolved in a mixture of THF (10 ml) and dichloromethane (20 ml) and heated in an oil bath set to 50° C. Carbonyldiimidazole is added (0.64 g, 3.92 mmol) and the reaction mixture heated at 50° C. for a further 2 hours in which a pale yellow precipitate forms. After cooling to room temperature the precipitate is filtered, washed with dichloromethane and dried under high vacuum.

Workup

  1. temperatureheated in an oil bath
  2. customset to 50° C
  3. temperatureAfter cooling to room temperature the precipitate
  4. filtrationis filtered
  5. washwashed with dichloromethane
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-fe7244ff477f4c2daca2389e32a66433
Source dataset
uspto-grants-2010_07
Patent number
US07754746B2

Reaction notes

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