Hydrochloric Acid → HCID 178418369、化合物

HRID 1901

反応式

HRID 1901 の反応式
CN(C)C=O.[C:6](#[N:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[N-:14]=[N+:15]=[N-:16].[Na+].Cl>[Cl-].[Zn+2].[Cl-].O>[C:7]1([C:6]2[NH:16][N:15]=[N:14][N:13]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 7505BenzonitrileHCID 33557Sodium Azide

生成物 1

HCID 178418369HCID 178418369、化合物収率 90.1%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒2 回HCID 962Water溶媒

実験手順

Zinc chloride (3.3 g, 24.3 mmol, 0.5 eq) was added to 15 mL of N,N-dimethylformamide in small portions while maintaining the temperature below 60° C. The suspension of zinc chloride was cooled to room temperature and treated with 5.0 g of benzonitrile (48.5 mmol, 1.0 eq) followed by 3.2 g of sodium azide (48.5 mmol, 1.0 eq). The heterogeneous mixture was heated at 115° C. with agitation for 18 hours. The mixture was cooled to room temperature, water (30 mL) was added and the mixture acidified by the addition of 5.1 mL of concentrated hydrochloric acid. The mixture was cooled to 0° C. and aged for one hour, then filtered and the filter cake washed with 15 mL of cold 0.1N HCl then dried at 60° C. under vacuum to afford 6.38 g (43.7 mmol, 90%) of the product.

後処理

  1. temperaturewhile maintaining the temperature below 60° C
  2. temperatureThe heterogeneous mixture was heated at 115° C. with agitation for 18 hours
  3. temperatureThe mixture was cooled to room temperature
  4. temperatureThe mixture was cooled to 0° C. and aged for one hour
  5. filtrationfiltered
  6. washthe filter cake washed with 15 mL of cold 0.1N HCl
  7. customthen dried at 60° C. under vacuum

出典と根拠

ORDレコード
ord-683f6b06ba0444c18452d135760784ee
出典データセット
uspto-grants-1998_03
特許番号
US05726319

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