Hydrochloric Acid → 3-Methylsulfonyl-4-trifluoromethoxyphenyl isocyanate

HRID 1633941ノート

反応式

HRID 1633941 の反応式
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:9]=[CH:10][C:11]=1[O:12][C:13]([F:16])([F:15])[F:14])[NH2:8])(=[O:4])=[O:3].Cl.C1(C)C=CC=CC=1.Cl[C:26](OC(Cl)(Cl)Cl)=[O:27]>C(OCC)(=O)C>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([N:8]=[C:26]=[O:27])[CH:9]=[CH:10][C:11]=1[O:12][C:13]([F:14])([F:15])[F:16])(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 10426Diphosgene2 回HCID 223111603-Methylsulfonyl-4-trifluoromethoxyaniline

生成物 1

HCID 223111583-Methylsulfonyl-4-trifluoromethoxyphenyl isocyanate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

反応条件

温度
120 °C

実験手順

To 3-methylsulfonyl-4-trifluoromethoxyaniline (2.0 mmol, 500 mg) dissolved in ethyl acetate (6 ml) was added 3N HCl in ethyl acetate (5 ml) followed by concentration in vacuo. The residue was treated with toluene (3×5 mL) and each time concentrated in vacuo. To the residue was added toluene (10 mL) and trichloromethyl chloroformate (6 mmol, 0.73 mL), and under a N2atmosphere the suspension was gently refluxed for 2 hours at 120° C. Additional trichloromethyl chloroformate (6 mmol, 0.73 mL) was added and refluxing was continued overnight. The reaction mixture was concentrated in vacuo to afford 3-methylsulfonyl-4-trifluoromethoxyphenyl isocyanate.

後処理

  1. concentrationfollowed by concentration in vacuo
  2. additionThe residue was treated with toluene (3×5 mL)
  3. concentrationeach time concentrated in vacuo
  4. temperaturerefluxing
  5. concentrationThe reaction mixture was concentrated in vacuo

出典と根拠

ORDレコード
ord-887f0d6e9d934277bfd9f6c8950f75a4
出典データセット
uspto-grants-2003_01
特許番号
US06503949B1

反応ノート

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