Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 23330439, compound

HRID 224769Notes

Reaction equation

HRID 224769 reaction equation
CN1C2C(=CC=C(O)C=2)C(C)=CC1=O.ClC1C=CC(CN2CCN(CCCCl)CC2)=CC=1.Cl.[CH3:34][N:35]1[C:44]2[C:39](=[CH:40][CH:41]=[C:42]([O:45][CH2:46][CH2:47][CH2:48][N:49]3[CH2:54][CH2:53][N:52]([CH2:55][C:56]4[CH:61]=[CH:60][C:59]([Cl:62])=[CH:58][CH:57]=4)[CH2:51][CH2:50]3)[CH:43]=2)[C:38]([CH3:63])=[CH:37][C:36]1=[O:64].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[CH3:34][N:35]1[C:44]2[C:39](=[CH:40][CH:41]=[C:42]([O:45][CH2:46][CH2:47][CH2:48][N:49]3[CH2:50][CH2:51][N:52]([CH2:55][C:56]4[CH:57]=[CH:58][C:59]([Cl:62])=[CH:60][CH:61]=4)[CH2:53][CH2:54]3)[CH:43]=2)[C:38]([CH3:63])=[CH:37][C:36]1=[O:64]

Participants

5

Reactant 4

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 133997271-[(4-Chlorophenyl)methyl]-4-(3-chloropropyl)piperazineHCID 221511942(1H)-Quinolinone,7-hydroxy-1,4-dimethyl-(9CI)HCID 23330461HCID 23330461, compound

Product 1

HCID 23330439HCID 23330439, compound

Procedure

From 9.46 g. 1,4-Dimethyl-7-hydroxy-2-oxo-1,2-dihydroquinoline and 15.8 g. 3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propyl chloride, in the manner described in Example 1, there are obtained 15.2 g. (63.8% of theory) 1,4-dimethyl-7-{3-[4-(4-chlorobenzyl)-piperazin-1-yl]-propoxy}-2-oxo-1,2-dihydroquinoline monohydrochloride. Thermoanalysis shows a melting point of 189° C. The corresponding dihydrochloride melts at 260°-263° C.

Workup

  1. customare obtained 15.2 g

Sources & evidence

ORD record
ord-06cc2361b0854b8998d6072f4d9fc0dc
Source dataset
uspto-grants-1980_11
Patent number
US04234585

Reaction notes

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