1,1'-Thiocarbonyldiimidazole → HCID 58088277, compound

HRID 250008Notes

Reaction equation

HRID 250008 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 precipate 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 precipate was filtered
  3. washThe powder was washed with acetonitrile (2×10 mL)
  4. customdried

Sources & evidence

ORD record
ord-3debbc0928814fcdb783758c58bcf406
Source dataset
uspto-grants-2011_01
Patent number
US07863291B2

Reaction notes

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