Formaldehyde → HCID 44242379, compound

HRID 1775937Notes

Reaction equation

HRID 1775937 reaction equation
Cl.ClC1C=CC(NN)=CC=1.BrCCCC1C=CC=CC=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]([CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)N)=[CH:24][CH:23]=1.C(OC(OCC)CCCNC)C.ClC1C=C2[C:58](=CC=1)[N:57]([CH2:61][CH2:62][CH2:63][C:64]1[CH:69]=CC=CC=1)C=C2CCNC.C=O.C(O)(C(F)(F)F)=O>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C(#N)C>[Cl:21][C:22]1[CH:27]=[C:26]2[C:25](=[CH:24][CH:23]=1)[N:28]([CH2:30][CH2:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:64]1[CH2:69][N:57]([CH3:58])[CH2:61][CH2:62][C:63]2=1

Participants

10

Reactant 7

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 12503(3-Bromopropyl)benzeneHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 139945474,4-Diethoxy-N-methylbutan-1-amineHCID 66911621HCID 66911621, compoundHCID 66911623HCID 66911623, compound

Product 1

HCID 44242379HCID 44242379, compound

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by following General Methods 2, 3 and 4 using 4-chlorophenylhydrazine hydrochloride, 1-(3-bromopropyl)benzene, and tetra-n-butylammonium chloride (General Method 2), 1-(4-chlorophenyl)-1-(3-phenylpropyl)hydrazine (Example 9) and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3) and 2-(5-chloro-1-(3-phenylpropyl)-1H-indol-3-yl)-N-methylethanamine (Example 18), formaldehyde and TFA in acetonitrile (General Method 4).

Sources & evidence

ORD record
ord-c6d8a661538b43ee865cacd06e5fb25d
Source dataset
uspto-grants-2016_02
Patent number
US09260429B2

Reaction notes

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