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

HRID 866562ノート

反応式

HRID 866562 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f38cf89905448688a3c5d1ed0a9690e
出典データセット
uspto-grants-1978_07
特許番号
US04100168

反応ノート

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