Ethanol → HCID 178525520, compound

HRID 1090240Notes

Reaction equation

HRID 1090240 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][CH:3]=[N:2]1.[N:10]1[C:18]2[C:13]3[C:14](=[CH:19][CH:20]=[CH:21][C:12]=3[C:11]=1S)[CH:15]=[CH:16][CH:17]=2.C(O)C.[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30]>CC(C)=O>[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30].[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:11]2[C:12]3[CH:21]=[CH:20][CH:19]=[C:14]4[C:13]=3[C:18](=[CH:17][CH:16]=[CH:15]4)[N:10]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

6

Reactant 4

HCID 702EthanolHCID 444972Fumaric AcidHCID 70231403-(1H-pyrazol-1-yl)propan-1-amineHCID 178527764HCID 178527764, compound

Product 1

HCID 178525520HCID 178525520, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A mixture consisting of 2.8 grams of 3-(1H-pyrazol-1-yl)propanamine, 3.7 grams of benz(cd)indol-2-thiol, 7.0 grams of mercuric acetate, and 400 ml of ethanol was stirred and heated under reflux, by the conditions of Example 55. The isolated crude free base, weight 4.0 grams, was dissolved in 150 ml of acetone and added to stirred boiling solution of 3.5 grams of fumaric acid in 800 ml of acetone. After cooling, the precipitate of the title compound was collected, washed with acetone, and dried. The yield was 4.1 grams; mp 178° C.-180° C. was decomposition.

Workup

  1. temperatureheated
  2. temperatureunder reflux, by the conditions of Example 55
  3. customThe isolated crude free base, weight 4.0 grams
  4. additionadded
  5. stirringto stirred
  6. temperatureAfter cooling
  7. customthe precipitate of the title compound was collected
  8. washwashed with acetone
  9. customdried

Sources & evidence

ORD record
ord-5e902c4ad15340778b726f244b2fe41b
Source dataset
uspto-grants-1992_01
Patent number
US05081131

Reaction notes

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