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Hydrochloric Acid → 2,3-dihydro-1H-benzothieno [3,2-e]-1,4-diazepin-5-one

HRID 2395543
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HRID 2395543 반응식
Cl.C[O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[C:7]=1[NH:15][CH2:16][CH2:17][NH2:18])=O.C[O-].[Na+].Cl>CO>[NH:15]1[C:7]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S:10][C:6]=2[C:4](=[O:3])[NH:18][CH2:17][CH2:16]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 698533193-(2-Aminoethylamino)benzo[b]thiophene-2-carboxylic acid methyl ester hydrochloride

생성물 1

HCID 107988592,3-dihydro-1H-benzothieno [3,2-e]-1,4-diazepin-5-one수율 64%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

A solution of 3-(2-aminoethylamino)benzo[b]-thiophene-2-carboxylic acid methyl ester hydrochloride (339 mg, 1.18 mmol) and freshly prepared sodium methoxide (from 134 mg, 2.48 mmol of sodium) in 5 mL of methanol is heated at reflux for 18 hours. Upon cooling, the reaction is neutralized with 25 mL of 1N HCl and cooled to 0° C. for 1 hour. The resulting yellow crystalline material is filtered and dried under vacuum at 60° C. for several hours to provide 2,3-dihydro-1H-benzothieno-[3,2-e]-1,4-diazepin-5-one in 64% yield. Chromatography, eluting with a gradient of 2% methanol in ethyl acetate in 5% methanol in ethyl acetate, gives analytically pure, 2,3-dihydro-1H-benzothieno-[3,2-e]-1,4-diazepin-5-one, mp 210°-212° C.

후처리

  1. temperatureat reflux for 18 hours
  2. temperatureUpon cooling
  3. filtrationThe resulting yellow crystalline material is filtered
  4. customdried under vacuum at 60° C. for several hours

출처 및 근거

ORD 기록
ord-df96ec6f751e4a02af67bb13db539e99
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05489586

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