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4-Hydroxy-1-phenyl-1,2-dihydroquinolin-2-one → 2-Aminotetralin

HRID 1656641
Notes
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Reaction equation

HRID 1656641 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5](C)[C:4](=O)[CH:3]=1.O[C:15]1C2C(=CC=CC=2)N(CC)C(=O)C=1.OC1C2C(=CC=CC=2)N(CC=C)C(=O)C=1.OC1C2C(=CC=CC=2)N(C2C=CC=CC=2)C(=O)C=1>>[NH2:5][CH:4]1[CH2:3][CH2:2][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:15]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 546761614-Hydroxy-1-phenyl-1,2-dihydroquinolin-2-oneHCID 546846411-Ethyl-4-hydroxyquinolin-2(1H)-oneHCID 546864364-Hydroxy-N-methylcarbostyrilHCID 547196471-Allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline

Product 1

HCID 346772-Aminotetralin

Procedure

Following the procedure of Example 91, but starting from 4-hydroxy-1-methylcarbostyril, 4-hydroxy-1-ethylcarbostyril, 4-hydroxy-1-allylcarbostyril, or 4-hydroxy-1-phenylcarbostyril and reacting the raw chlorohydrin thus obtained with 2-aminotetralin, the following compounds are prepared respectively:

Sources & evidence

ORD record
ord-610acb47c1eb41b7bf192c49552853ce
Source dataset
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05254595

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes