Methyl Isocyanate → 4-[1-(2-Hydroxyphenyl)ethylideneamino]-3-methylphenyl methylcarbamate

HRID 434723노트

반응식

HRID 434723 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=1[CH3:18])[CH3:9].[CH3:19][N:20]=[C:21]=[O:22]>C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC.C(OCC)(=O)C>[CH3:19][NH:20][C:21](=[O:22])[O:17][C:14]1[CH:15]=[CH:16][C:11]([N:10]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[OH:1])[CH3:9])=[C:12]([CH3:18])[CH:13]=1

참가 물질

5

반응물 2

HCID 12228Methyl IsocyanateHCID 1356896134-[1-(2-Hydroxyphenyl)ethylideneamino]-3-methylphenol

생성물 1

HCID 1356896254-[1-(2-Hydroxyphenyl)ethylideneamino]-3-methylphenyl methylcarbamate수율 90%

시약·촉매·용매 2

HCID 9798523Di-n-butyl diacetoxy tin촉매HCID 8857Ethyl Acetate용매

실험 절차

To a 350 milliliter glass pressure bottle equipped with a magnetic stirrer was added 4.83 grams (0.020 moles) of 4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenol prepared in Part A, 1.42 grams (0.025 moles) of methyl isocyanate, 100 milliliters of ethyl acetate and 5 drops of dibutyl tin diacetate. The resulting reaction mixture was stirred for 96 hours at room temperature, filtered and then washed twice with a 1% aqueous sodium bicarbonate solution followed by a single wash with saturated brine solution. After drying the reaction mixture over magnesium sulfate, it was concentrated under reduced pressure to give 5.36 grams (0.018 moles) of 4-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylphenyl methylcarbamate in the form of an orange solid having a melting point of 133°-138° C. and the following structural formula: ##STR17##

후처리

  1. customThe resulting reaction mixture
  2. filtrationfiltered
  3. washwashed twice with a 1% aqueous sodium bicarbonate solution
  4. washa single wash with saturated brine solution
  5. dry with materialAfter drying the reaction mixture over magnesium sulfate, it
  6. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bd62958b724c4e23bfb4844405ab2ad8
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04399148

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