Triethylamine hydrochloride → HCID 178421874, 화합물

HRID 1489186노트

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HRID 1489186 반응식
[C:1]([C:3]1[CH:15]=[CH:14][C:6]2[O:7][C:8]([CH3:13])([CH3:12])[C:9]([CH3:11])=[CH:10][C:5]=2[CH:4]=1)#[N:2].[N-:16]=[N+:17]=[N-:18].[Na+].Cl.C(N(CC)CC)C.[OH-].[Na+]>O.CN1CCCC1=O>[NH:16]1[C:1]([C:3]2[CH:15]=[CH:14][C:6]3[O:7][C:8]([CH3:12])([CH3:13])[C:9]([CH3:11])=[CH:10][C:5]=3[CH:4]=2)=[N:2][N:18]=[N:17]1

참가 물질

7

반응물 4

HCID 11130Triethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 33557Sodium AzideHCID 145179846-cyano-2,2,3-trimethyl-2H-benzo[b]pyran

생성물 1

HCID 178421874HCID 178421874, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

A mixture of 6-cyano-2,2,3-trimethyl-2H-benzo[b]pyran (see J. Med. Chem., 1991, 34, 3074) (4 g), sodium azide (4.0 g), triethylamine hydrochloride (4.2 g) and 1-methyl-2-pyrrolidinone (40 ml), was heated at 150° C. for 1 hour. On cooling to room temperature water (200 ml) was added and the mixture was brought to pH 14 by the addition of solid sodium hydroxide. The solution was extracted with ethyl acetate (200 ml) then acidified to pH 3-4 with concentrated hydrochloric acid to give a solid which was filtered off, washed with water and dried to give the title compound, 4.5 g, m.p. 179°-181° C. Found: C, 64.58; H, 5.81; N, 23.46; C13H14N4O requires: C, 64.45; H, 5.82; N, 23.13%.

후처리

  1. additionwas added
  2. extractionThe solution was extracted with ethyl acetate (200 ml)
  3. customto give a solid which
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-6950270ca111401ca922a81e2ab12fa7
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05677324

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