Water → Methyl 5-phenyl-2-phenylthio-4-thiazolecarboxylate

HRID 1154755

반응식

HRID 1154755 반응식
C([O-])([O-])=O.[K+].[K+].[C:7]1([SH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[C:15]1[S:16][C:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:18]([C:20]([O:22][CH3:23])=[O:21])[N:19]=1.O>CN(C=O)C>[C:24]1([C:17]2[S:16][C:15]([S:13][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:19][C:18]=2[C:20]([O:22][CH3:23])=[O:21])[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 12821997Methyl 2-chloro-5-phenyl-4-thiazolecarboxylate

생성물 1

HCID 12821999Methyl 5-phenyl-2-phenylthio-4-thiazolecarboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A stirred suspension of K2CO3 (4.15 g, 30 mol) in 100 ml of DMF was treated in one portion with thiophenol (1.65 g, 15 mol). The compound of Example 2 (3.8 g, 15 mol) was then added and the mixture heated at 110° C.±5° C. for 2 days. Water was added and the mixture extracted twice with ether. The ether extracts were washed with H2O, dried over MgSO4 and concentrated in vacuo to yield a yellow oil. Bulb to bulb distillation yielded methyl 5-phenyl-2-phenylthio-4-thiazolecarboxylate, as a yellow oil at 130°-170° C./1 mm. This oil was crystallized from etherpetroleum ether mixtures to yield 1.6 g of white crystals, methyl 5-phenyl-2-phenylthio-4-thiazolecarboxylate, m.p. 67°-70° C., yield 33%.

후처리

  1. temperaturethe mixture heated at 110° C.±5° C. for 2 days
  2. extractionthe mixture extracted twice with ether
  3. washThe ether extracts were washed with H2O
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customto yield a yellow oil
  7. distillationBulb to bulb distillation

출처 및 근거

ORD 기록
ord-838c0e40dd174e4db393e306d8facd2f
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04298375

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