Benzylamine → HCID 42646188, compound

HRID 2092954Notes

Reaction equation

HRID 2092954 reaction equation
C(O[C:4]1[S:5][C:6]2[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:12]([C:18]([F:21])([F:20])[F:19])=[CH:11][C:7]=2[C:8](=[O:10])[N:9]=1)C.[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(O)(=O)C>[CH2:22]([NH:29][C:4]1[S:5][C:6]2[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:12]([C:18]([F:19])([F:20])[F:21])=[CH:11][C:7]=2[C:8](=[O:10])[N:9]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 68430218HCID 68430218, compound

Product 1

HCID 42646188HCID 42646188, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 0.7 g of 2-ethoxy-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one in 15 ml acetic acid was treated with 0.4 ml of benzylamine and refluxed for 14 h. The reaction mixture was evaporated and the residue was treated by 10 ml water, the yellow precipitate was filtered off and washed with 50 ml water. Pure final product was obtained after recrystallization twice from ethanol/DMF. 2-(Benzylamino)-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one is a light yellow crystalline solid. Yield 73%. mp 192-194° C.

Workup

  1. temperaturerefluxed for 14 h
  2. customThe reaction mixture was evaporated
  3. additionthe residue was treated by 10 ml water
  4. filtrationthe yellow precipitate was filtered off
  5. washwashed with 50 ml water

Sources & evidence

ORD record
ord-5eedc14dd04f4aae9bf21e629418e707
Source dataset
uspto-grants-2013_05
Patent number
US08440842B2

Reaction notes

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