Ammonium thiocyanate → 2-[N-methyl-N-(quinolin-6-yl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one hydrochloride

HRID 367211Notes

Reaction equation

HRID 367211 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[S-:11][C:12]#[N:13].[NH4+].[CH3:15][NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[CH:22][CH:21]=[CH:20]2>CC(C)=O>[ClH:1].[CH3:15][N:16]([C:12]1[S:11][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4](=[O:5])[N:13]=1)[C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[CH:22][CH:21]=[CH:20]2

Participants

5

Reactant 3

HCID 15666Ammonium thiocyanateHCID 27745412-Chloronicotinoyl chlorideHCID 12765505N-methylquinolin-6-amine

Product 1

HCID 232876342-[N-methyl-N-(quinolin-6-yl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The reaction procedure of Example 102 was followed except that 334 mg of 2-chloronicotinoyl chloride, 145 mg of ammonium thiocyanate, 300 m of 6-(methylamino)quinoline and 7 ml of acetone were used. The resulting crude product was then washed with hot ethanol to obtain 324 mg of 2-[N-methyl-N-(quinolin-6-yl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one hydrochloride.

Workup

  1. customThe reaction procedure of Example 102
  2. washThe resulting crude product was then washed with hot ethanol

Sources & evidence

ORD record
ord-0c8b006b952a46e5bb3a57ee981f374a
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

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