2-Methylbenzoic acid → N-(3-Methoxyphenyl)-2-methylbenzene-1-carboximidic acid

HRID 1287697노트

반응식

HRID 1287697 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].C(N(CC)CC)C.P(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH:16][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[CH3:1]

참가 물질

6

반응물 4

HCID 83732-Methylbenzoic acidHCID 8471TriethylamineHCID 108243-MethoxyanilineHCID 24387Phosphorus trichloride

생성물 1

HCID 185821N-(3-Methoxyphenyl)-2-methylbenzene-1-carboximidic acid수율 95%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A 13.6 g (0.1 mol) portion of o-methylbenzoic acid, 10.9 g (0.1 mol) of m-methoxyaniline and 10.1 g (0.1 mol) of triethylamine were dissolved in 250 ml of toluene. A 4.6 g (0.033 mol) amount of phosphorus trichloride was added dropwise to the above solution with stirring at 20°-60° C. After the addition, the reaction mixture was stirred at 80°-90° C for 3 hours. The reaction mixture was cooled and washed with water to remove the triethylamine hydrochloride, and the product was dried over anhydrous sodium sulfate. The toluene was removed to give 22.8 g (95%) of fine white prismatic crystals having a melting point of 142°-143° C.

후처리

  1. additionAfter the addition
  2. stirringthe reaction mixture was stirred at 80°-90° C for 3 hours
  3. temperatureThe reaction mixture was cooled
  4. washwashed with water
  5. customto remove the triethylamine hydrochloride
  6. dry with materialthe product was dried over anhydrous sodium sulfate
  7. customThe toluene was removed

출처 및 근거

ORD 기록
ord-f35820833f9244fd8702dc9f84149518
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03985804

반응 노트

불러오는 중…