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Borane → 3-[N-phenyl-N-(4-nitrophenyl)amino]-1-bromopropane

HRID 648354
Notes
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Reaction equation

HRID 648354 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:17][CH2:18][CH2:19][C:20](Cl)=O.B.C1(N(CCCBr)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[C:1]1([N:7]([CH2:20][CH2:19][CH2:18][Br:17])[C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6331BoraneHCID 132714-NitrodiphenylamineHCID 84944Propanoyl chloride, 3-bromo-HCID 108273293-[N,N-diphenylamino)-1-bromopropane

Product 1

HCID 204826193-[N-phenyl-N-(4-nitrophenyl)amino]-1-bromopropane

Reagents, catalysts & solvents 1

HCID 8028
Tetrahydrofuran
Solvent

Procedure

3-[N-phenyl-N-(4-nitrophenyl)amino]-1-bromopropane is prepared from N-phenyl-N-(4-nitrophenyl)amine with 3-bromopropionyl chloride, followed by reduction with borane in tetrahydrofuran, by a procedure analogous to the preparation of 3-[N,N-diphenylamino]-1-bromopropane in Example 2.

Sources & evidence

ORD record
ord-f390702f141149968c49f4b7e83bab57
Source dataset
uspto-grants-1983_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04411904

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes