2-[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]acetonitrile → 2-[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]ethanimidamide hydrochloride

HRID 867994Notes

Reaction equation

HRID 867994 reaction equation
[Cl:1][C:2]1[C:3]([O:21][CH2:22][C:23]#[N:24])=[CH:4][C:5]2[CH2:6][CH2:7][C:8]3([CH2:18][CH2:19][CH3:20])[C:13]([C:14]=2[C:15]=1[Cl:16])=[CH:12][C:11](=[O:17])[CH2:10][CH2:9]3.ClC1C(OCC#[N:47])=CC2CCC3(CCC)C(C=2C=1Cl)=CCCC3>>[ClH:1].[Cl:1][C:2]1[C:3]([O:21][CH2:22][C:23](=[NH:47])[NH2:24])=[CH:4][C:5]2[CH2:6][CH2:7][C:8]3([CH2:18][CH2:19][CH3:20])[C:13]([C:14]=2[C:15]=1[Cl:16])=[CH:12][C:11](=[O:17])[CH2:10][CH2:9]3

Participants

3

Reactant 2

HCID 212895702-[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]acetonitrileHCID 21289578(+)2-[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-8a-propyl-2-phenanthrenyl)oxy]acetonitrile

Product 1

HCID 212895732-[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]ethanimidamide hydrochloride

Procedure

By carrying out the reaction as described in Example 4, Step B, except that the racemic 2-[(3,4-dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]acetonitrile is replaced by an equal amount of (+)2-[(3,4-dichloro-6,7,8,8a,9,10-hexahydro-8a-propyl-2-phenanthrenyl)oxy]acetonitrile, there is obtained (+)2-[(3,4-dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]ethanimidamide hydrochloride.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-5b7c1ea9a1ff48bdbd0138caed251356
Source dataset
uspto-grants-1988_10
Patent number
US04777281

Reaction notes

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