Sodium Hydroxide → (2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid

HRID 1252323노트

반응식

HRID 1252323 반응식
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH:34]2[CH2:38][CH2:37][N:36]([CH3:39])[C:35]2=[O:40])/[C:27]([O:29]CC)=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH:34]2[CH2:38][CH2:37][N:36]([CH3:39])[C:35]2=[O:40])/[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 13536859ethyl (2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate

생성물 1

HCID 13335558(2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid수율 83.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2.7 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino)acetate are suspended in 27 ml of methanol, and 4.9 ml of 2N sodium hydroxide solution are added thereto. The mixture is refluxed for 20 minutes under heating. After cooling, the mixture is concentrated under reduced pressure to remove methanol. The residue is adjusted to pH 3 with 2N hydrochloric acid and extracted with ethyl acetate. The extract is dried and evaporated under reduced pressure to remove solvent. Then, the residue thus obtained is crystallized with ether and collected by filtration. 2.15 g of (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino]acetic acid are obtained.

후처리

  1. temperatureThe mixture is refluxed for 20 minutes
  2. temperatureunder heating
  3. temperatureAfter cooling
  4. concentrationthe mixture is concentrated under reduced pressure
  5. customto remove methanol
  6. extractionextracted with ethyl acetate
  7. customThe extract is dried
  8. customevaporated under reduced pressure
  9. customto remove solvent
  10. customThen, the residue thus obtained
  11. customis crystallized with ether
  12. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-612472f0d82747688247bf917f950a67
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04742174

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