Hydrochloric Acid → HCID 178515422、化合物

HRID 1112521ノート

反応式

HRID 1112521 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[C:9]([C:11](=[CH:17][NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1)[C:12](OCC)=[O:13])#[N:10].Cl>O.O1CCCC1>[NH:5]1[C:9]([C:11]2[C:12](=[O:13])[N:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]3=[N:18][CH:17]=2)=[N:10][N:7]=[N:6]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 728730Ethyl 2-cyano-3-(2-pyridylamino)acrylateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 178515422HCID 178515422、化合物収率 38.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Aluminum chloride (0.74 g., 5.56 mmoles) was carefully added to tetrahydrofuran (33 ml.) at -20°. Sodium azide (1.08 g., 16.6 mmoles) was then added and the mixture heated under reflux for 30 minutes. After the addition of ethyl 2-cyano-3-(2-pyridylamino)acrylate (1.0 g., 4.6 mmoles) the mixture was again heated under reflux for 18 hours. The mixture was cooled in an ice bath, treated with water (170 ml.) and acidified to pH 2 with 6N hydrochloric acid. The resulting suspension was stirred with cooling for 2 hours and then filtered. The collected solid was recrystallized from N,N-dimethylformamide to give the title compound (0.38 g., 38.5%), m.p. 308°-309° (decomp).

後処理

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 30 minutes
  3. temperaturewas again heated
  4. temperatureunder reflux for 18 hours
  5. temperatureThe mixture was cooled in an ice bath
  6. temperaturewith cooling for 2 hours
  7. filtrationfiltered
  8. customThe collected solid was recrystallized from N,N-dimethylformamide

出典と根拠

ORDレコード
ord-bc6aa2ef044b43d298d8ab06fb3b7b6c
出典データセット
uspto-grants-1978_10
特許番号
US04122274

反応ノート

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