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Dichloromethane → 4-Chloroquinazoline hydrochloride

HRID 35837
ノート
印刷プレビュー

反応式

HRID 35837 の反応式
[CH2:1]([Cl:3])[Cl:2].OC1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][N:6]=1.P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>N1C=CC=CC=1>[ClH:2].[Cl:3][C:1]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 7540Triphenyl phosphiteHCID 178517962HCID 178517962、化合物

生成物 1

HCID 224783724-Chloroquinazoline hydrochloride

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

The compound of Example 2 was prepared on a larger scale, using a preferred process, as follows: To 54 L of methylene chloride, and 1.8 L of pyridine, 6.5 Kg of 4-hydroxyquinazoline was added, and the mixture was cooled to -5° to 10° C. To this mixture 15.7 Kg of triphenyl phosphite was added. Then 3.67 Kg of chlorine gas was bubbled in over a three hour period while the temperature of the mixture was maintained in the range of 0° to 10° C., to produce 4-chloroquinazoline hydrochloride. After stirring the mixture an additional hour, 105 mL of water was added to quench excess halogenating reagent. Then 9.7 Kg of 4-(t-butyl)benzeneethanol was added over a 15 minute period while the mixture was maintained at 10° to 20° C. The mixture was heated to reflux (40°-45° C.) and held at reflux for three hours. After vacuum distilling the contents of the reaction to minimize volume, 56 L of toluene was added. The contents of the reaction were again vacuum distilled, 56 L of heptane were added, and the mixture was cooled to 30°-35° C. The HCl salt of the desired product was isolated by filtration, and washed with toluene/heptane.

後処理

  1. temperaturethe mixture was cooled to -5° to 10° C
  2. customThen 3.67 Kg of chlorine gas was bubbled in over a three hour period while the temperature of the mixture
  3. temperaturewas maintained in the range of 0° to 10° C.

出典と根拠

ORDレコード
ord-0e46520c518c4a7389a13dc2c9d98083
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05411963

反応ノート

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