Ammonium thiocyanate → HCID 23287669, compound

HRID 367204Notes

Reaction equation

HRID 367204 reaction equation
Cl[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:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][CH:18]=1>CC(C)=O>[CH3:15][N:16]([C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][CH:18]=1)[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

Participants

5

Reactant 3

HCID 15666Ammonium thiocyanateHCID 27745412-Chloronicotinoyl chlorideHCID 21264555HCID 21264555, compound

Product 1

HCID 23287669HCID 23287669, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The reaction procedure of Example 102 was followed except that 362 mg of 2-chloronicotinoyl chloride, 156 mg of ammonium thiocyanate, 300 mg of [4-(methylamino)phenyl]acetonitrile and 7 ml of acetone were used. The product was then recrystallized from a mixture of ethanol and chloroform to obtain 347 mg of [4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino]phenyl]acetonitrile.

Workup

  1. customThe reaction procedure of Example 102
  2. customThe product was then recrystallized from a mixture of ethanol and chloroform

Sources & evidence

ORD record
ord-f266aefdba314778b759d813f0fe1be9
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

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