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Triethylamine → HCID 54199230, 화합물

HRID 1979655
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HRID 1979655 반응식
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]=[C:7]([O:9][C:10]3[CH:21]=[CH:20][C:13]([O:14][CH:15]([CH3:19])[C:16](Cl)=[O:17])=[CH:12][CH:11]=3)[S:8][C:4]=2[CH:3]=1.S(Cl)(Cl)=[O:25].C(N(CC)CC)C.[CH3:35][O:36][C:37](=[O:40])[CH2:38]S>C1(C)C=CC=CC=1>[CH3:35][O:36][C:37](=[O:40])[CH:38]([C:16](=[O:17])[CH:15]([O:14][C:13]1[CH:20]=[CH:21][C:10]([O:9][C:7]2[S:8][C:4]3[CH:3]=[C:2]([Cl:1])[CH:23]=[CH:22][C:5]=3[N:6]=2)=[CH:11][CH:12]=1)[CH3:19])[OH:25]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 24386Thionyl ChlorideHCID 134885362-{4-[(6-Chloro-1,3-benzothiazol-2-yl)oxy]phenoxy}propanoyl chloride

생성물 1

HCID 54199230HCID 54199230, 화합물수율 92.7%

시약·촉매·용매 1

HCID 1140
Toluene
용매
3회

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온도
25 °C

실험 절차

36.8 g or 2-[4-(6-chlorobenzthiazolyloxy)-phenoxy]-propionyl chloride (prepared by reacting 35 g of the free acid with 13.1 g of thionyl chloride in 150 cc of toluene for 8 hours at 80° C.) are added to 150 cc of toluene and a mixture of 12.1 g of triethylamine and 10.6 g of thioglycolic acid methyl ester in 50 cc of toluene is added at 25° to 30° C. The reaction mixture is stirred for a further 2 hours at 50° to 60° C. The mixture is cooled to 25° C. and washed three times with 150 cc of water each. The toluene phase is dried over sodium sulfate, filtered and evaporated to dryness. The residue has completely crystallized after 3 days, yielding 40.5 g (92.7% of theory) of 2-[4-(6-chloro-2-benzthiazolyloxy)-phenoxy]-propionyl-glycolic acid methyl ester. m.p. 104° to 106° C. ##STR13##

후처리

  1. additionis added at 25° to 30° C
  2. washwashed three times with 150 cc of water each
  3. dry with materialThe toluene phase is dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe residue has completely crystallized after 3 days

출처 및 근거

ORD 기록
ord-18a8f435945b40d49553de400de3f386
출처 데이터셋
uspto-grants-1984_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04482373

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