4-Fluoroaniline → HCID 20492772, compound

HRID 434497Notes

Reaction equation

HRID 434497 reaction equation
C(O[C:4]([CH:6]1[C:11](=[O:12])[N:10]([CH3:13])[C:9]2[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=2[S:7]1)=[O:5])C.[F:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:25]=[CH:24][C:22]([NH:23][C:4]([CH:6]2[C:11](=[O:12])[N:10]([CH3:13])[C:9]3[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=3[S:7]2)=[O:5])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 97314-FluoroanilineHCID 20492733HCID 20492733, compound

Product 1

HCID 20492772HCID 20492772, compoundYield 31.1%

Procedure

A mixture of 2-ethoxycarbonyl-4-methyl-2H-1,4-benzothiazin-3(4H)one (2.4 g) and 4-fluoroaniline (1.59 g) was stirred for 5 hours at 180° to 185° C. After standing at room temperature, the reaction mixture was crystallized from diisopropyl ether and purified by recrystallization from diisopropyl ether to afford 0.94 g of 2-(4-fluorophenylcarbamoyl)-4-methyl-2H-1,4-benzothiazin-3(4H)one as a white crystal.

Workup

  1. customAfter standing at room temperature
  2. customthe reaction mixture was crystallized from diisopropyl ether
  3. custompurified by recrystallization from diisopropyl ether

Sources & evidence

ORD record
ord-c106c25dddd94604800020b428e3a63b
Source dataset
uspto-grants-1983_08
Patent number
US04397849

Reaction notes

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