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Sodium Hydroxide → [6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazol-3-yl]-acetic acid

HRID 1924109
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인쇄 미리보기

반응식

HRID 1924109 반응식
C(O[C:4]([C:6]1[N:7]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N+:20]([O-:22])=[O:21])[N:11]=[C:8]2[S:9][CH:10]=1)=O)C.[OH-:23].[Na+].C1[CH2:29][O:28]CC1.O>>[N+:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:12]1[N:11]=[C:8]2[N:7]([CH:13]=1)[C:6]([CH2:4][C:29]([OH:28])=[O:23])=[CH:10][S:9]2)([O-:22])=[O:21]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 14798Sodium HydroxideHCID 21881883Oxolane--water (1/1)HCID 25232522Ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate

생성물 1

HCID 43464941[6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazol-3-yl]-acetic acid수율 99%

반응 조건

온도
50 °C

실험 절차

6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (466 mg, 1.47 mmol) in 2:1 THF/Water was combined with 4 eq of NaOH (234 mg). The reaction mixture was heated to 50° C. for 3 hours. The reaction mixture was concentrated to dryness, the residue dissolved in water (20 ml), washed with CH2Cl2, and the aqueous layer was adjusted to pH=3 with 4N HCl. The solids were collected by filtration, washed with water and air dried to obtain the acid product was a brown solid (442 mg, 99% yield) (MS, M++H=304.0)

후처리

  1. concentrationThe reaction mixture was concentrated to dryness
  2. dissolutionthe residue dissolved in water (20 ml)
  3. washwashed with CH2Cl2
  4. filtrationThe solids were collected by filtration
  5. washwashed with water and air
  6. customdried
  7. customto obtain the acid product

출처 및 근거

ORD 기록
ord-960138fe405144bea13cbd9bdfd534e3
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08178536B2

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