1,1'-Thiocarbonyldiimidazole → HCID 58088277, compound

HRID 1875874Notes

Reaction equation

HRID 1875874 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([NH2:15])[S:12][C:13]=2[CH3:14])=[CH:5][CH:4]=1.[N:16]1([C:21](N2C=CN=C2)=[S:22])[CH:20]=[CH:19][N:18]=[CH:17]1>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([NH:15][C:21]([N:16]3[CH:20]=[CH:19][N:18]=[CH:17]3)=[S:22])[S:12][C:13]=2[CH3:14])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 6132284-(4-Methoxyphenyl)-5-methyl-1,3-thiazol-2(3H)-iminato

Product 1

HCID 58088277HCID 58088277, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To 4-(4-methoxyphenyl)-5-methylthiazol-2-amine (0.98 g, 4.45 mmol) in acetonitrile (25 mL) was added di(1H-imidazol-1-yl)methanethione (1.03 g, 5.78 mmol). The reaction was stirred at 50° C. for 3 hours. The reaction was cooled to room temperature and the precipitate was filtered. The powder was washed with acetonitrile (2×10 mL) and dried to yield racemic N-(4-(4-methoxyphenyl)-5-methylthiazol-2-yl)-1H-imidazole-1-carbothioamide (1.28 g, 3.87 mmol, 87% yield) as a yellow powder. The product was taken directly to the next step.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe precipitate was filtered
  3. washThe powder was washed with acetonitrile (2×10 mL)
  4. customdried

Sources & evidence

ORD record
ord-bac2311e554b44d7a93733f4a50f31a0
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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