Sodium Azide → HCID 178518972、化合物

HRID 260893ノート

反応式

HRID 260893 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]=[C:17]=[O:18].N([O-])=O.[Na+]>O.O1CCCC1>[CH:13]1[CH:12]=[C:11]([N:16]2[NH:7][N:6]=[N:5][C:17]2=[O:18])[C:10]([Cl:9])=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 33557Sodium AzideHCID 76833Chlorophenyl isocyanateHCID 6451240Aluminum(III) ChlorideHCID 23668193Sodium Nitrite

生成物 1

HCID 178518972HCID 178518972、化合物収率 25.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Anhydrous aluminum chloride (1.5 g) was added to tetrahydrofuran (30 ml) with ice bath cooling and the resulting mixture was stirred for fifteen minutes. To the mixture was added sodium azide (0.65 g) and 2-chlorophenylisocyanate (1.53 g), followed by a sixteen hour-refluxing. After cooling, the reaction mixture was added with stirring to a mixture of sodium nitrite (1 g), water (200 ml) and ice (100 g) and the resulting mixture was worked up in the same way as in Comparative Synthesis Example 1 to obtain the desired 1-(2-chlorophenyl)-5(4H)-tetrazolinone (0.5 g) having a m.p. in the range of from 124.5° to 125.5° C. in a yield of 25% of theory.

後処理

  1. temperaturecooling
  2. waitfollowed by a sixteen hour
  3. temperature-refluxing
  4. temperatureAfter cooling
  5. additionthe reaction mixture was added
  6. customthe resulting mixture was worked up in the same way as in Comparative Synthesis Example 1

出典と根拠

ORDレコード
ord-689c11898bfd4c73a8f35e5c0e15b267
出典データセット
uspto-grants-1996_06
特許番号
US05530135

反応ノート

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