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Benzylamine → 1-Benzylcarbamoylmethyl-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

HRID 1458821
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HRID 1458821 반응식
[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([C:20]([F:23])([F:22])[F:21])=[C:12]([N:15]3[CH:19]=[CH:18][CH:17]=[CH:16]3)[CH:13]=2)[NH:8][C:7](=[O:24])[C:6]1=[O:25])([OH:3])=O.[CH2:26]([NH2:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>CN(C)C=O.O>[CH2:26]([NH:33][C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([C:20]([F:23])([F:22])[F:21])=[C:12]([N:15]3[CH:19]=[CH:18][CH:17]=[CH:16]3)[CH:13]=2)[NH:8][C:7](=[O:24])[C:6]1=[O:25])=[O:3])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 7504BenzylamineHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 516892Sodium BicarbonateHCID 102474741-(Carboxymethyl)-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

생성물 1

HCID 220971491-Benzylcarbamoylmethyl-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione
수율 62%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

2.0 g (6.5 mmol) of 1-carboxymethyl-7-(1-pyrrolyl)-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione and 0.64 g (5.9 mmol) of benzylamine were dissolved in 50 ml of anhydrous dimethylformamide. At 0° C., 1.6 g (5.9 mmol) of diphenylphosphoryl azide dissolved in a little dimethylformamide, and 1.3 g (12.5 mmol) of triethylamine were successively added dropwise. The mixture was stirred at room temperature for 4 h and then poured into water buffered with sodium bicarbonate. The resulting precipitate was filtered off with suction to yield 1.6 g (62%) of the product. Melting point 241°-242° C.

후처리

  1. additionwere successively added dropwise
  2. filtrationThe resulting precipitate was filtered off with suction

출처 및 근거

ORD 기록
ord-a758e8e9fdd44a6ebc15f7be7f148239
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05852017

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