Acetic Anhydride → N-(7-bromobenzo[d]thiazol-2-yl)acetamide

HRID 2077515

반응식

HRID 2077515 반응식
[Br:1][C:2]1[C:10]2[S:9][C:8]([NH2:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.BrC1C=CC2N=C(N)SC=2C=1.[C:23](OC(=O)C)(=[O:25])[CH3:24].BrC1C=CC2N=C(NC(=O)C)SC=2C=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Br:1][C:2]1[C:10]2[S:9][C:8]([NH:11][C:23](=[O:25])[CH3:24])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 7918Acetic AnhydrideHCID 851492-Benzothiazolamine, 6-bromo-HCID 3240669N-(6-bromo-1,3-benzothiazol-2-yl)acetamideHCID 203571127-Bromo-1,3-benzothiazol-2-amine

생성물 1

HCID 57584914N-(7-bromobenzo[d]thiazol-2-yl)acetamide수율 72%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

The mixture (1.02 g, 4.45 mmol) of 7-bromobenzo[d]thiazol-2-amine and 6-bromobenzo[d]thiazol-2-amine and DMAP (620.6 mg, 5.079 mmol) were suspended in DCM (40 mL) and acetic anhydride (0.46 mL, 4.9 mmol) was added. The reaction was stirred under nitrogen at RT for 2 hours and was then quenched with 1 N HCl (25 mL). The layers were separated, and the aqueous phase was extracted with DCM, and the organic extracts were washed with 1 N HCl, dried over sodium sulfate, filtered, and concentrated to provide the mixture (865 mg, 72% yield) of N-(7-bromobenzo[d]thiazol-2-yl)acetamide and N-(6-bromobenzo[d]thiazol-2-yl)acetamide. MS (ESI pos. ion) m/z: 271 (MH+, 79Br), 273 (MH+, 81Br). Calculated exact mass for C9H7BrN2S: 270 (79Br), 272 (81Br).

후처리

  1. customwas then quenched with 1 N HCl (25 mL)
  2. customThe layers were separated
  3. extractionthe aqueous phase was extracted with DCM
  4. washthe organic extracts were washed with 1 N HCl
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-676de2c98c8446698854ab6e1ba52e74
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928140B2

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