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1,1'-Carbonyldiimidazole → HCID 178438393, 화합물

HRID 904524
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인쇄 미리보기

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HRID 904524 반응식
[CH3:1][CH:2]([C:4]1[S:20][C:7]2[N:8]=[C:9]3[CH:16]=[CH:15][C:14]([C:17](O)=[O:18])=[CH:13][N:10]3[C:11](=[O:12])[C:6]=2[CH:5]=1)[CH3:3].C(N1C=CN=C1)(N1C=CN=C1)=O.O.[NH2:34][C:35]1[NH:39][N:38]=[N:37][N:36]=1>CN(C)C=O>[CH3:3][CH:2]([C:4]1[S:20][C:7]2[N:8]=[C:9]3[CH:16]=[CH:15][C:14]([C:17]([NH:34][C:35]4[NH:39][N:38]=[N:37][N:36]=4)=[O:18])=[CH:13][N:10]3[C:11](=[O:12])[C:6]=2[CH:5]=1)[CH3:1]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 12862353HCID 12862353, 화합물HCID 178509300HCID 178509300, 화합물

생성물 1

HCID 178438393HCID 178438393, 화합물수율 50.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
105 °C

실험 절차

2.88 g (0.01 mol) of 2-(1-methylethyl)-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidin-7-carboxylic acid (Example 18) and 3.31 g (0.02 mol) of 1,1' carbonyldiimidazole (Aldrich Chemical Company) in 100 ml of dimethylformamide are stirred and heated in a wax bath at 105° C. for ninety minutes under nitrogen. The mixture is cooled and stirred at room temperature for thirty minutes and 1.03 g (0.01 mol) of 5-aminotetrazole monohydrate (Aldrich Chemical Company) is added and the resulting mixture is stirred and heated at 105° C. for one hundred thirty-five minutes under nitrogen. The mixture is allowed to stand overnight at room temperature, the precipitate is filtered and the filtrate is evaporated in vacuo. The residue is slurried in boiling methanol, the mixture cooled and filtered. This precipitate is combined with the previous precipitate to give 1.8 g of 2-(1-methylethyl)-4-oxo-N-1H-tetrazol-5-yl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7 -carboxamide; mp 307° C. (dec) after recrystallization from pyridine.

후처리

  1. temperatureThe mixture is cooled
  2. stirringthe resulting mixture is stirred
  3. temperatureheated at 105° C. for one hundred thirty-five minutes under nitrogen
  4. filtrationthe precipitate is filtered
  5. customthe filtrate is evaporated in vacuo
  6. temperaturethe mixture cooled
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-4c083cbce833402c9c6518a8d1859d94
출처 데이터셋
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04230707

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