p-Aminoacetophenone → HCID 21484886, compound

HRID 1414712Notes

Reaction equation

HRID 1414712 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:10]=[C:9](SC)[S:8][CH2:7][C:6]=2[CH:13]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=1>C(O)CCC>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:9]2[S:8][CH2:7][C:6]3[CH:13]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[N:10]=2)=[CH:16][CH:17]=1)(=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 7468p-AminoacetophenoneHCID 21484887HCID 21484887, compound

Product 1

HCID 21484886HCID 21484886, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 6-chloro-2-methylthio-4H-3,1-benzothiazine (57.5 g, 0.25 mole) and p-aminoacetophenone (33.8 g, 0.25 mole) in n-butanol (200 ml) was refluxed overnight. After cooling in a refrigerator for three days, the solid was collected by filtration and recrystallized from ethanol-water mixture to yield 31 g (39%) of product. Recrystallization from ethanol-water mixture gave an analytical sample, m.p. 174°-175°.

Workup

  1. temperaturewas refluxed overnight
  2. temperatureAfter cooling in a refrigerator for three days
  3. filtrationthe solid was collected by filtration
  4. customrecrystallized from ethanol-water mixture

Sources & evidence

ORD record
ord-38d48a0dbd6a4469907818628277f89a
Source dataset
uspto-grants-1977_01
Patent number
US04002620

Reaction notes

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