Hydrochloric Acid → 3-Methylsulfonyl-4-trifluoromethoxyphenyl isocyanate

HRID 1633941노트

반응식

HRID 1633941 반응식
[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]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 10426Diphosgene2회HCID 223111603-Methylsulfonyl-4-trifluoromethoxyaniline

생성물 1

HCID 223111583-Methylsulfonyl-4-trifluoromethoxyphenyl isocyanate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-887f0d6e9d934277bfd9f6c8950f75a4
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06503949B1

반응 노트

불러오는 중…