N,N-Dimethyl-1,3-propanediamine → HCID 135601370, compound

HRID 1578085Notes

Reaction equation

[Cl:1][C:2]1[CH:15]=[C:14]2[C:5]([NH:6][C:7]3[CH2:8][CH:9]([C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=4)[CH:10]([CH3:18])[C:11](=O)[C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1.[CH3:29][N:30]([CH3:35])[CH2:31][CH2:32][CH2:33][NH2:34]>>[Cl:1][C:2]1[CH:15]=[C:14]2[C:5]([NH:6][C:7]3[CH2:8][CH:9]([C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:27])([F:26])[F:28])=[CH:21][CH:20]=4)[CH:10]([CH3:18])[C:11](=[N:34][CH2:33][CH2:32][CH2:31][N:30]([CH3:35])[CH3:29])[C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamine

HCID 634186HCID 634186, compound

Product 1

HCID 135601370HCID 135601370, compound

Procedure

By following the procedure of Example 3, and using 7-chloro-2-methyl-3-[4-(trifluoromethyl)phenyl]-3,4-dihydro-1,9(2H,10H)-acridinedione instead of 7-chloro-3-(3,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)acridinedione and N,N-dimethyl-1,3-propanediamine instead of N,N-diethylenediamine one obtains 7-chloro-1-[[3-(dimethylamino)propyl]imino]-1,3,4,10-tetrahydro2-methyl-3-[4-(trifluoromethyl)phenyl]-9(2H)-acridinone; mp 169°-170° C. after chromatography on silica eluted with chloroform/methanol 7:1.

Sources & evidence

ORD record: ord-1b0a14b4b547430293153ee7bcebc255
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04291034

Reaction notes

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