Ammonium thiocyanate → HCID 86755945, compound

HRID 367205Notes

Reaction equation

HRID 367205 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]([O:26][CH2:27][CH3:28])=[O:25])=[CH:19][CH:18]=1>CC(C)=O>[CH3:15][N:16]([C:17]1[CH:18]=[CH:19][C:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:21][CH:22]=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 11550151N-methyl-4-ethoxycarbonylmethylaniline

Product 1

HCID 86755945HCID 86755945, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The reaction procedure of Example 102 was followed except that 1.256 g of 2-chloronicotinoyl chloride, 543 mg of ammonium thiocyanate, 1.379 g of ethyl [4-(methylamino)phenyl]acetate and 24 ml of acetone were used. The product was then recrystallized from ethanol to obtain 1.26 g of ethyl [4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino]phenyl]acetate.

Workup

  1. customThe reaction procedure of Example 102
  2. customThe product was then recrystallized from ethanol

Sources & evidence

ORD record
ord-50ec23e77a3c43d7ac15eedbbc003ae6
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

Loading…