Butyronitrile → HCID 178449874、化合物

HRID 1588592ノート

反応式

HRID 1588592 の反応式
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[C:15](#[N:19])[CH2:16][CH2:17][CH3:18].[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24]>CO>[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24].[O:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[NH:2][C:15](=[NH:19])[CH2:16][CH2:17][CH3:18])[CH2:10][CH2:11]1

参加物

5

反応物 3

HCID 8008ButyronitrileHCID 444972Fumaric AcidHCID 189522842-Morpholinoaniline hydrochloride

生成物 1

HCID 178449874HCID 178449874、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
170 °C

実験手順

A mixture of 4-(2-aminophenyl)morpholine hydrochloride (7.5 g) and n-butyronitrile (20 ml) was heated at 170° C. in a sealed stainless steel pressure vessel for 60 hours. Excess n-butyronitrile was removed and the residue dissolved in water, basified with 10% aqueous sodium hydroxide solution to pH 12 and extracted with dichloromethane. The extract was washed with water and then brine, dried and the solvent removed. The residue was purified by chromatography on a neutral alumina column. Elution with a 1:1 mixture of dichloromethane and hexane removed unreacted starting material and then elution with a 1:99 mixture of methanol and dichloromethane yielded a solid which was dissolved in methanol (10 ml) and treated with fumaric acid (0.4 g) to give N-(2-morpholinophenyl)butyramidine monofumarate (m.p. 168°-170° C.) which was recrystallised from a 1:2 mixture of methanol and ether.

後処理

  1. customExcess n-butyronitrile was removed
  2. dissolutionthe residue dissolved in water
  3. extractionextracted with dichloromethane
  4. washThe extract was washed with water
  5. dry with materialbrine, dried
  6. customthe solvent removed
  7. customThe residue was purified by chromatography on a neutral alumina column
  8. washElution
  9. additionwith a 1:1 mixture of dichloromethane and hexane removed
  10. washelution
  11. additionwith a 1:99 mixture of methanol and dichloromethane
  12. customyielded a solid which

出典と根拠

ORDレコード
ord-e6eeaeb58ca24ec8b01a7e1363d92c03
出典データセット
uspto-grants-1993_06
特許番号
US05223498

反応ノート

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