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Ammonia → 3-(12-Amino-2,3-dihydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

HRID 35216
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HRID 35216 반응식
[CH3:1][N:2]1[C@H:16]2[C@@H:6]([C:7]3[C:8]([N+:18]([O-])=O)=[CH:9][CH:10]=[C:11]4[C:17]=3[C@H:14]([CH2:15]2)[CH2:13][NH:12]4)[CH2:5][C@H:4]([NH:21][C:22](=[O:28])[N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:3]1.[BH4-].[Na+].Cl.N>CO.[Ni](Cl)Cl>[NH2:18][C:8]1[C:7]2=[C:17]3[C:11]([NH:12][CH2:13][CH:14]3[CH2:15][C@@H:16]3[C@@H:6]2[CH2:5][C@H:4]([NH:21][C:22](=[O:28])[N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:3][N:2]3[CH3:1])=[CH:10][CH:9]=1
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참가 물질

7

반응물 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 867423543-(2,3beta-Dihydro-6-methyl-12-nitro-8alpha-ergolinyl)-1,1-diethylurea

생성물 1

HCID 867423533-(12-Amino-2,3-dihydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea수율 97.9%

시약·촉매·용매 2

HCID 24385
Nickel Dichloride
촉매
HCID 887Methanol용매

실험 절차

One millimole of 3-(2,3β-dihydro-6-methyl-12-nitro-8α-ergolinyl)-1,1-diethylurea is dissolved in 25 ml of methanol, cooled in an ice bath, and 2 mmol of nickel chloride (with 6H2O) and thereafter 5 mmol of sodium borohydride are added thereto in 4-5 portions. Under ice cooling, the mixture is acidified with 2N hydrochloric acid, combined with dilute ammonia solution, and extracted by shaking. After drying and evaporation of the organic phase, 350 mg of 3-(12-amino-2,3-dihydro-6-methyl-8α-ergolinyl)-1,1-diethylurea is obtained. [α]D =-31° (0.5% methanol) as the tartaric acid salt (1:1).

후처리

  1. temperaturecooled in an ice bath
  2. extractionextracted
  3. customAfter drying
  4. customevaporation of the organic phase

출처 및 근거

ORD 기록
ord-b169d22a5d9144fe95757e94cc83b450
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04766128

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