Acetic Acid → HCID 22623096, compound

HRID 840372Notes

Reaction equation

HRID 840372 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH:11]([CH2:13][CH3:14])[C:10](=[S:15])[NH:9][C:8]=2[CH:16]=1)([O-])=O.C(O)(=O)C>[Fe].O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH:11]([CH2:13][CH3:14])[C:10](=[S:15])[NH:9][C:8]=2[CH:16]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 22623094HCID 22623094, compound

Product 1

HCID 22623096HCID 22623096, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

1 g of 6-nitro-2-ethyl-1,4-benzoxazine-3-thione is dissolved with 7.6 ml of glacial acetic acid and 1 ml of water, and it is mixed with 950 mg of iron powder. After several hours at room temperature, it is poured onto water. The crystals are suctioned off and washed with water, dissolved again with ethyl acetate and washed neutral with brine, the organic phase is dried with magnesium sulfate and concentrated by evaporation. After column chromatography with hexane/ethyl acetate, a yield of 811 mg results.

Workup

  1. waitAfter several hours at room temperature
  2. additionit is poured onto water
  3. washwashed with water
  4. dissolutiondissolved again with ethyl acetate
  5. washwashed neutral with brine
  6. dry with materialthe organic phase is dried with magnesium sulfate
  7. concentrationconcentrated by evaporation
  8. customAfter column chromatography with hexane/ethyl acetate, a yield of 811 mg results

Sources & evidence

ORD record
ord-336c15fb1b4744f5bacc678980db9aa4
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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