Triethylamine → HCID 57709615, compound

HRID 604492Notes

Reaction equation

HRID 604492 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:13]([NH:15][NH2:16])=[O:14])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.C(N(CC)CC)C.[C:24](N1C=CN=C1)(N1C=CN=C1)=[O:25]>O1CCCC1>[NH2:1][C:2]1[S:3][C:4]([C:13]2[O:14][C:24](=[O:25])[NH:16][N:15]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 14819492-amino-4-phenyl-1,3-thiazole-5-carbohydrazide

Product 1

HCID 57709615HCID 57709615, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Amino-4-phenyl-thiazole-5-carboxylic acid hydrazide (1 g, 4.3 mmol) was suspended in tetrahydrofurane (50 mL). Triethylamine (5 mL, 40 mmol) and carbonyldiimidazole (0.83, 5.1 mmol) was added. The reaction mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo. The crude product was purified by flash column chromatography, eluted with the ethyl acetate/hexanes (1/1) to give the product as a solid. Yield: 20%.

Workup

  1. customThe solvent was removed in vacuo
  2. customThe crude product was purified by flash column chromatography
  3. washeluted with the ethyl acetate/hexanes (1/1)

Sources & evidence

ORD record
ord-0f6bc6830d7c4a508f5a3bf6d5c4a137
Source dataset
uspto-grants-2011_03
Patent number
US07910613B2

Reaction notes

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