Glycol monoethyl ether → HCID 22466580、化合物

HRID 612226

反応式

HRID 612226 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]#[N:17].[NH2:18][C:19]1[C:20]([CH3:27])=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH2:22][OH:23].Cl.N1C=CC=CC=1.C(OCCO)C>>[OH:23][CH2:22][C:21]1[C:20]([CH3:27])=[C:19]([NH:18][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:16]#[N:17])[CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 4

HCID 8076Glycol monoethyl etherHCID 577175(3-Amino-2-methylphenyl)methanolHCID 10176127Pyridinium chlorideHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

生成物 1

HCID 22466580HCID 22466580、化合物収率 91.6%

反応条件

温度
139 °C

実験手順

A mixture of 0.248 g (1 mmol)of 4-chloro-6,7-dimethoxy-quinoline-3-carbonitrile, 0.151 g (1.1 mmol) of 3-amino-2-methylbenzyl alcohol, 0.116 g (1 mmol) pyridine hydrochloride and 12 ml of 2-ethoxyethanol was heated in a 138-140° C. oil bath for 6 hours; progress of the reaction was monitored by TLC. When TLC indicated the disappearance of starting material, the reaction was cooled and concentrated in vacuo to a thick oil. To this oil was added 50 ml of water followed by 5 ml of 1M NaHCO3, approximately pH 8. The resulting precipitate was collected, washed with water and diethyl ether, and dried in vacuo at 65° C. to give 0.32 g (91.5%) of the desired product as light tan crystals. MP 123-125° C.; : mass spectrum (electrospray, m/e,): 349.9(M+H)+.

後処理

  1. temperaturethe reaction was cooled
  2. concentrationconcentrated in vacuo to a thick oil
  3. additionTo this oil was added 50 ml of water
  4. customThe resulting precipitate was collected
  5. washwashed with water and diethyl ether
  6. customdried in vacuo at 65° C.

出典と根拠

ORDレコード
ord-fe96da2993f14102af2bb15ec19db7f1
出典データセット
uspto-grants-1999_12
特許番号
US06002008

関連ノート

読み込み中…