Hydrochloric Acid → HCID 13015361、化合物

HRID 1447606ノート

反応式

HRID 1447606 の反応式
[C:1]1([S:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10](C(NN)=O)[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:19]([O-])=O.[Na+].C1(C2C=CN=C(C(N=[N+]=[N-])=S)C=2)C=CC=CC=1.[N-]=[N+]=[N-]>C(O)(=O)C.O>[C:1]1([S:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH2:19])[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 33558AzideHCID 130153604-(Phenylthio)-2-pyridinecarboxylic acid hydrazideHCID 23668193Sodium NitriteHCID 131711123HCID 131711123、化合物

生成物 1

HCID 13015361HCID 13015361、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

A solution of 4-phenylthiopicolinic acid hydrazide 2.3 g. (0.050 mole) in 4.3 ml. of concentrated hydrochloric acid and 25 ml. of water is cooled to 75° C. and a solution of 3.55 g. of sodium nitrite in 6 ml. of water is added. The solution is stirred at 0°-5° for 20 minutes after the addition is complete. The resultant suspension is extracted with methylene chloride and the combined extracts are dried over sodium sulfate and evaporated in vacuo to yield 12.7 gm. of crude 4-phenylthio picolinic acid azide. The azide is heated in 60 ml. of 50% aqueous acetic acid at steam bath temperature for 40 minutes. The suspension is filtered and the filtrate is made basic with 50% sodium hydroxide. The solids are collected by filtration, washed with water, dried and chromatographed on silica gel. Elution with ethyl acetate yields 4-phenylthio 2-amino pyridine, the structure of which is characterized analytically.

後処理

  1. additionafter the addition
  2. extractionThe resultant suspension is extracted with methylene chloride
  3. dry with materialthe combined extracts are dried over sodium sulfate
  4. customevaporated in vacuo
  5. customto yield 12.7 gm
  6. filtrationThe suspension is filtered
  7. filtrationThe solids are collected by filtration
  8. washwashed with water
  9. customdried
  10. customchromatographed on silica gel
  11. washElution with ethyl acetate

出典と根拠

ORDレコード
ord-46c339e53f8f42d1b0a63350feb31293
出典データセット
uspto-grants-1979_12
特許番号
US04177274

反応ノート

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