Ammonium Hydroxide → 1-(2-Amino-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one

HRID 1747414노트

반응식

HRID 1747414 반응식
Br[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:13][C:14]2[C:15]3[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:16]=3[S:17][CH:18]=2)[C:5]1=[O:24].[NH4+:25].[OH-]>C1COCC1>[NH2:25][CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:13][C:14]2[C:15]3[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:16]=3[S:17][CH:18]=2)[C:5]1=[O:24]

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 594972451-(2-Bromo-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one

생성물 1

HCID 594974891-(2-Amino-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one수율 61%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
65 °C

실험 절차

1-(2-Bromo-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one (55 mg, 0.14 mmol) is dissolved in THF (1.5 mL) and NH4OH (1.5 mL, 27% aqueous) is added into it at room temperature. The mixture is then stirred for 16 hr at 65° C. and another one week at room temperature. Then the solvents are removed under vacuum and the residue is washed with THF. The solid formed is filtered and rinsed with more THF to give 28 mg (61%) of 1-(2-Amino-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one.

후처리

  1. customThen the solvents are removed under vacuum
  2. washthe residue is washed with THF
  3. customThe solid formed
  4. filtrationis filtered
  5. washrinsed with more THF

출처 및 근거

ORD 기록
ord-b940f4ea734643d0a893b7f9a06a66c5
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150556B2

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