2-Amino-6-methoxybenzothiazole → N-(6-Methoxybenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 249998Notes

Reaction equation

HRID 249998 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([NH2:10])[S:9][C:5]=2[CH:4]=1.[C:13](N1C=CN=C1)([N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)=[S:14]>C(#N)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([NH:10][C:13]([N:15]3[CH:19]=[CH:18][N:17]=[CH:16]3)=[S:14])[S:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 156302-Amino-6-methoxybenzothiazoleHCID 802641,1'-Thiocarbonyldiimidazole

Product 1

HCID 58088280N-(6-Methoxybenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
65 °C

Procedure

To 6-methoxybenzo[d]thiazol-2-amine (0.53 g, 2.94 mmol) in acetonitrile (20 mL) was added 1,1′-thiocarbonyldiimidazole (0.681 g, 3.82 mmol). The reaction mixture was stirred at 65° C. for 24 hours. The precipitate was filtered and washed with acetonitrile (2×20 mL) to yield the product. The product was taken directly to the next step without any further purification or characterization.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with acetonitrile (2×20 mL)
  3. customto yield the product
  4. customThe product was taken directly to the next step without any further purification or characterization

Sources & evidence

ORD record
ord-07344dc89a874dd5baf42ab85758bbbc
Source dataset
uspto-grants-2011_01
Patent number
US07863291B2

Reaction notes

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