1,1'-Thiocarbonyldiimidazole → HCID 58088276, compound

HRID 250011Notes

Reaction equation

HRID 250011 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([NH2:14])=[N:11][CH:10]=2)=[CH:5][CH:4]=1.[N:15]1([C:20](N2C=CN=C2)=[S:21])[CH:19]=[CH:18][N:17]=[CH:16]1>C(#N)C.O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:13][C:12]([NH:14][C:20]([N:15]3[CH:19]=[CH:18][N:17]=[CH:16]3)=[S:21])=[N:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 6794672-Amino-5-(4-methoxyphenyl)thiazole

Product 1

HCID 58088276HCID 58088276, compoundYield 35.9%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To 5-(4-methoxyphenyl)thiazol-2-amine (1.07 g, 5.19 mmol) in acetonitrile (30 mL) and tetrahydrofuran (5 mL) was added di(1H-imidazol-1-yl)methanethione (1.20 g, 6.74 mmol). The reaction was stirred at 60° C. for 18 hours. The reaction was cooled to room temperature and the precipitate was filtered. The powder was washed with cold acetonitrile (2×15 mL) and dried to yield N-(5-(4-methoxyphenyl)thiazol-2-yl)-1H-imidazole-1-carbothioamide (0.59 g, 1.86 mmol, 35.9% yield) as a orange-brown powder. The product was taken directly to the next step without any further characterization.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe precipitate was filtered
  3. washThe powder was washed with cold acetonitrile (2×15 mL)
  4. customdried

Sources & evidence

ORD record
ord-52ac22d9485d4bb09a16369e1e22afd5
Source dataset
uspto-grants-2011_01
Patent number
US07863291B2

Reaction notes

Loading…