Hydrochloric Acid → HCID 178456806, compound

HRID 1090234Notes

Reaction equation

HRID 1090234 reaction equation
[N:1]1([CH2:6][CH:7]([CH3:10])[CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[Br:11][C:12]1[C:13]2[C:14]3[C:18](=[CH:19][CH:20]=1)[N:17]=[C:16](S)[C:15]=3[CH:22]=[CH:23][CH:24]=2.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:37].Cl.Cl>C(O)C>[ClH:37].[ClH:37].[Br:11][C:12]1[C:13]2[C:14]3[C:18](=[CH:19][CH:20]=1)[N:17]=[C:16]([NH:9][CH2:8][CH:7]([CH3:10])[CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)[C:15]=3[CH:22]=[CH:23][CH:24]=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 139528593-(1H-Imidazol-1-yl)-2-methylpropan-1-amineHCID 178527759HCID 178527759, compound

Product 1

HCID 178456806HCID 178456806, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The free base of the title compound was prepared by the procedure of Example 55, employing 2.8 grams of 3-(1H-imidazol-1-yl)-2-methylpropanamine, 5.3 grams of 6-bromobenz(cd)indol-2-thiol, 6.45 grams of mercuric acetate, and 500 ml of ethanol. The crude free base was purified by the chromatographic procedure of Example 46, 5.5 grams of product being obtained. This was converted to the dihydrochloride salt by treatment with excess 2.3N ethanolic hydrogenchloride, followed by precipitation with acetone. The yield was 1.2 grams and the mp 180° C. with decomposition.

Workup

  1. customThe crude free base was purified by the chromatographic procedure of Example 46, 5.5 grams of product
  2. custombeing obtained
  3. customfollowed by precipitation with acetone

Sources & evidence

ORD record
ord-dfb00c70398848d28e45482f662a38a4
Source dataset
uspto-grants-1992_01
Patent number
US05081131

Reaction notes

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