p-Toluenesulfonic acid → 2-[2-(4-Chloroanilino)-5-benzoxazolyl]propionitrile

HRID 2398759노트

반응식

HRID 2398759 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[C:14]([CH:19]([CH3:22])[C:20]#[N:21])[CH:15]=[CH:16][C:17]=1O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[O:10][C:17]3[CH:16]=[CH:15][C:14]([CH:19]([CH3:22])[C:20]#[N:21])=[CH:13][C:12]=3[N:11]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 76934-Chlorophenyl IsocyanateHCID 122026362-(3-Amino-4-hydroxyphenyl)propanenitrile

생성물 1

HCID 203195992-[2-(4-Chloroanilino)-5-benzoxazolyl]propionitrile

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

4-chlorophenylisocyanate (3.1 g.) was slowly added to a stirred solution of 2-(3-amino-4-hydroxyphenyl propionitrile (3.3 g.) in xylene (35 ml.) at room temperature. When the addition was complete p-toluenesulphonic acid (250 mg.) was added, and the solution was heated under reflux using a Dean and Stark apparatus. On cooling, the solution was washed with aqueous sodium bicarbonate solution and evaporated to dryness. The residue was recrystallised to give 2-[2-(4-chloroanilino)-5-benzoxazolyl]propionitrile as a creme solid which was characterised by n.m.r. spectroscopy.

후처리

  1. additionWhen the addition
  2. additionwas added
  3. temperaturethe solution was heated
  4. temperatureunder reflux
  5. temperatureOn cooling
  6. washthe solution was washed with aqueous sodium bicarbonate solution
  7. customevaporated to dryness
  8. customThe residue was recrystallised

출처 및 근거

ORD 기록
ord-972475b9fafa42d4ade4f2adea0d4f27
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04025637

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