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N,N-Dimethylaniline → HCID 12833985, 화합물

HRID 1660597
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인쇄 미리보기

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HRID 1660597 반응식
Cl.[CH3:2][CH:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][C:13]([Cl:16])([Cl:15])[Cl:14])=[O:10])[N:6]2[C:17](=[O:20])[CH:18]([NH2:19])[C@H:5]2[S:4]1.C(N(CC)CC)C.CN(C)C1C=CC=CC=1.[S:37]1[CH:41]=[CH:40][CH:39]=[C:38]1[CH2:42][C:43](Cl)=[O:44]>ClCCl>[CH3:2][CH:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][C:13]([Cl:16])([Cl:14])[Cl:15])=[O:10])[N:6]2[C:17](=[O:20])[CH:18]([NH:19][C:43](=[O:44])[CH2:42][C:38]3[S:37][CH:41]=[CH:40][CH:39]=3)[C@H:5]2[S:4]1
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참가 물질

6

반응물 4

HCID 949N,N-DimethylanilineHCID 8471TriethylamineHCID 1623622-Thiopheneacetyl chlorideHCID 128341352,2,2-Trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride

생성물 1

HCID 12833985HCID 12833985, 화합물수율 86.8%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

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온도
-15 °C

실험 절차

2,2,2-Trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride (3.0 g) was suspended in dried dichloromethane (50 ml) and then dissolved by adding triethylamine (0.72 g) and dimethylaniline (1.9 g) under cooling at -15° C. To a solution was dropwise added a solution of (2-thienyl)acetyl chloride (2.0 g) in dried dichloromethane (10 ml) under stirring and cooling at the same temperature, and the mixture was stirred for 1.5 hours at the same temperature. After the reaction, the reaction mixture was in turn washed with 5% hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water and then dried. After the solvent was distilled off, the residue was dissolved in ether, allowed to stand, after which the precipitated crystals were collected by filtration and dried to give crystals of 2,2,2-trichloroethyl 2-methyl-7-[2-(2-thienyl)acetamido]-3-cephem-4-carboxylate (3.2 g), mp 161° to 162° C. (dec.).

후처리

  1. dissolutiondissolved
  2. temperaturecooling at the same temperature
  3. stirringthe mixture was stirred for 1.5 hours at the same temperature
  4. customAfter the reaction
  5. washwashed with 5% hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water
  6. customdried
  7. distillationAfter the solvent was distilled off
  8. dissolutionthe residue was dissolved in ether
  9. filtrationafter which the precipitated crystals were collected by filtration
  10. customdried

출처 및 근거

ORD 기록
ord-b543efc7f26d45488ac5ed1e926b675a
출처 데이터셋
uspto-grants-1981_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04308380

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