Diisopropylethylamine → HCID 178509206, 화합물

HRID 38750노트

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HRID 38750 반응식
[C:1]([NH:4][NH2:5])(N)=[NH:2].Cl.[CH:7]1([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([N:20]=[C:21]=[S:22])=[CH:12][CH:11]=2)[CH2:9][CH2:8]1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[NH2:2][C:1]1[N:20]([C:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:10]([CH:7]3[CH2:9][CH2:8]3)=[CH:11][CH:12]=2)[C:21]([SH:22])=[N:5][N:4]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 565954581-Cyclopropyl-4-isothiocyanatonaphthaleneHCID 178418668HCID 178418668, 화합물

생성물 1

HCID 178509206HCID 178509206, 화합물수율 50.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

A mixture of aminoguanidine hydrochloride (3.18 g, 29 mmol), 1-cyclopropyl-4-isothiocyanato naphthalene (3.24 g, 14 mmol) and diisopropylethylamine (3 eq) in DMF (20 mL) was stirred at 50° C. for 15 hours. The solvent was removed under reduced pressure, toluene added, and the solvent was evaporated again. Sodium hydroxide solution (2M, 30 mL) was added and the reaction mixture heated at 50° C. for 60 hours. The reaction mixture was filtered and the filtrate neutralized with aqueous HCl (2M). The mixture was re-filtered and the solvent removed under reduced pressure. The residue was purified by silica gel chromatography to yield 5-amino-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazole-3-thiol (2.0 g, 49%).

후처리

  1. customThe solvent was removed under reduced pressure, toluene
  2. additionadded
  3. customthe solvent was evaporated again
  4. additionSodium hydroxide solution (2M, 30 mL) was added
  5. temperaturethe reaction mixture heated at 50° C. for 60 hours
  6. filtrationThe reaction mixture was filtered
  7. filtrationThe mixture was re-filtered
  8. customthe solvent removed under reduced pressure
  9. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-798a34466854460c85da1132c6762a24
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524754B2

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