3-Pyridyl isothiocyanate → HCID 22283051, compound

HRID 1063006Notes

Reaction equation

HRID 1063006 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[CH:19]1[CH:24]=[N:23][CH:22]=[C:21]([N:25]=[C:26]=[S:27])[CH:20]=1>O1CCOCC1>[CH3:18][O:17][C:7]1[C:5]2[N:6]=[C:2]([NH:1][C:26]([NH:25][C:21]3[CH:22]=[N:23][CH:24]=[CH:19][CH:20]=3)=[S:27])[S:3][C:4]=2[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 27372423-Pyridyl isothiocyanateHCID 222830262-Amino-4-methoxy-7-phenyl-benzothiazole

Product 1

HCID 22283051HCID 22283051, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred solution of 2-amino-4-methoxy-7-phenyl-benzothiazole (80 mg, 0.3 mmol) in dioxane (3 ml) was added pyridine-3-isothiocyanate (64 mg, 0.47 mmol) and the mixture heated to 100° C. for 69 h. After cooling to r.t. the resulting yellow suspension was filtered, washed with ether (5 ml) and dried under vacuum (0.05 mmHg, 50° C., to afford the title compound as a; light yellow solid (98 mg, 80% yield), MS: m/e=393.1 (M+H+).

Workup

  1. temperatureAfter cooling to r.t. the resulting yellow suspension
  2. filtrationwas filtered
  3. washwashed with ether (5 ml)
  4. customdried under vacuum (0.05 mmHg, 50° C.

Sources & evidence

ORD record
ord-7eeb3da792f54a1389a3c0cc906f624c
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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