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Sodium dicyanamide → HCID 178512346, 화합물

HRID 543243
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HRID 543243 반응식
Cl.[CH:2]1([NH2:12])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH2:3]1.[N-:13]([C:16]#[N:17])[C:14]#[N:15].[Na+]>O>[C:14]([NH:13][C:16](=[NH:17])[NH:12][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH2:3]1)#[N:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4350929Sodium dicyanamideHCID 101926091-Naphthylamine, 1,2,3,4-tetrahydro-, hydrochloride

생성물 1

HCID 178512346HCID 178512346, 화합물수율 18.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 18.4 grams (g) of 1,2,3,4-tetrahydro-1-naphthylamine hydrochloride and 8.90 g of sodium dicyanamide in 220 milliliters (ml) of water was heated at 95° C. (steam bath) for 21 hours, after which time a viscous oil had precipitated from the hot solution. The reaction mixture was then cooled and extracted with methylene chloride. The methylene chloride extract was dried over anhydrous sodium sulfate and the sodium sulfate removed by filtration. The methylene chloride was then removed by evaporation in vacuo, leaving the crude product as a pale yellow gum. The gum was crystallized from isopropyl acetate to give an off-white, crystalline solid, melting point (mp) 153.5°-156.5° C. Recrystallization from aqueous ethanol gave 3.87 g of N'-cyano-N-(1,2,3,4-tetrahydro-1-naphthyl)guanidine as a white, crystalline solid, mp 157°-158° C.

후처리

  1. customafter which time a viscous oil had precipitated from the hot solution
  2. temperatureThe reaction mixture was then cooled
  3. extractionextracted with methylene chloride
  4. extractionThe methylene chloride extract
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customthe sodium sulfate removed by filtration
  7. customThe methylene chloride was then removed by evaporation in vacuo
  8. customleaving the crude product as a pale yellow gum
  9. customThe gum was crystallized from isopropyl acetate
  10. customto give an off-white, crystalline solid
  11. custompoint (mp) 153.5°-156.5° C
  12. customRecrystallization from aqueous ethanol

출처 및 근거

ORD 기록
ord-63a99f02a1f6486a8beae3ed66d07af4
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04661520

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