Acetic Acid → HCID 178491999, 화합물

HRID 1244320노트

반응식

HRID 1244320 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][C:4]=1[NH:15][C:16]([C:18]1[NH:27][C:21]2=[N:22][C:23]([Cl:26])=[CH:24][CH:25]=[C:20]2[N:19]=1)=[S:17].Br.CC(O)=O.CS(C)=O.[OH-].[NH4+]>C(OCC)(=O)C.O>[Cl:26][C:23]1[N:22]=[C:21]2[NH:27][C:18]([C:16]3[S:17][C:5]4[C:6]([N:9]5[CH2:14][CH2:13][O:12][CH2:11][CH2:10]5)=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=4[N:15]=3)=[N:19][C:20]2=[CH:25][CH:24]=1

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 679Dimethyl SulfoxideHCID 14923Ammonium HydroxideHCID 178492017HCID 178492017, 화합물

생성물 1

HCID 178491999HCID 178491999, 화합물수율 92%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8857Ethyl Acetate용매

실험 절차

1.0 g 5-Chloro-3H-imidazo[4,5-b]pyridine-2-carbothioic acid (2-methoxy-5-morpholin-4-yl-phenyl)-amide (2.5 mmol) was dissolved in ethyl acetate (7 ml), heated to reflux and treated with 0.87 ml HBr in AcOH (5.7M, 5.0 mmol) and 0.2 ml DMSO (3.0 mmol). Stirring at reflux was continued for 2 h. Upon cooling a precipitation formed, which was isolated and dissolved in water (2 ml). The pH was adjusted to 10 with 25% ammonium hydroxide in water. Once again a precipitation formed, which was filtered. The residue on the filter was washed with water and dried in vacuo. One obtained 0.91 g 5-chloro-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (92%) as a yellow solid; M.p.: >300° C. (dec.).

후처리

  1. temperatureheated
  2. temperatureto reflux
  3. temperatureat reflux
  4. temperatureUpon cooling
  5. customa precipitation
  6. customformed
  7. customwhich was isolated
  8. customOnce again a precipitation
  9. customformed
  10. filtrationwhich was filtered
  11. washThe residue on the filter was washed with water
  12. customdried in vacuo

출처 및 근거

ORD 기록
ord-a629c3db83e5413d8db1f8208afda737
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07122545B2

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