4-Chlorobenzoyl chloride → 2-(3-p-Chlorobenzamido-4-hydroxyphenyl)propionitrile

HRID 2398742ノート

反応式

HRID 2398742 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[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]=1[OH:18]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:11][C:12]2[CH:13]=[C:14]([CH:19]([CH3:22])[C:20]#[N:21])[CH:15]=[CH:16][C:17]=2[OH:18])=[O:7])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 85014-Chlorobenzoyl chlorideHCID 122026362-(3-Amino-4-hydroxyphenyl)propanenitrile

生成物 1

HCID 214339692-(3-p-Chlorobenzamido-4-hydroxyphenyl)propionitrile

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

p-Chlorobenzoyl chloride (33.25 g; 0.19 mole) was added with cooling during 20 minutes to a stirred solution of 2-(3-amino-4-hydroxyphenyl)propionitrile (28.35 g; 0.175 mole) in dry pyridine (200 ml.) at 0°-3° C. After addition was complete the mixture was heated at 100° C. for one hour. It was then evaporated under reduced pressure to yield crude 2-(3-p-chlorobenzamido-4-hydroxyphenyl)propionitrile as an oil. The oil was boiled for 30 minutes during which time the temperature of the vapour above the oil rose to 130° C. On cooling the residue solidified. Recrystallisation of the solid from methanol yielded 2-(2'-p-chlorophenyl-5'-benzoxazolyl)propionitrile (29.00 g.) m.p. 150°-153° C.

後処理

  1. additionAfter addition
  2. customIt was then evaporated under reduced pressure

出典と根拠

ORDレコード
ord-cafd657750b540ddb6f8993598871a36
出典データセット
uspto-grants-1977_05
特許番号
US04025636

反応ノート

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