Fumaric Acid → HCID 14536527, compound

HRID 728700Notes

Reaction equation

HRID 728700 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH2:9]([N:11]([CH2:34][CH3:35])[CH2:12][CH:13]([N:15]1[C:28]2[CH:27]=[C:26]([C:29]([NH:31][CH2:32][CH3:33])=[O:30])[CH:25]=[CH:24][C:23]=2[S:22][C:21]2[C:16]1=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH3:14])[CH3:10]>CC(O)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH2:34]([N:11]([CH2:9][CH3:10])[CH2:12][CH:13]([N:15]1[C:28]2[CH:27]=[C:26]([C:29]([NH:31][CH2:32][CH3:33])=[O:30])[CH:25]=[CH:24][C:23]=2[S:22][C:21]2[C:16]1=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH3:14])[CH3:35]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 14536526HCID 14536526, compound

Product 1

HCID 14536527HCID 14536527, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
25 °C

Procedure

Fumaric acid (0.13 g) dissolved in 2-propanol (5 cc) under reflux is added to a solution of 10-[(2RS)-1-diethylamino-2-propyl]-N-ethyl-2-phenothiazinecarboxamide (0.44 g) in boiling 2-propanol (5 cc). Crystallization is primed by scratching and the mixture is stirred for 5 hours at 25° C. The crystals are filtered off on sintered glass, washed with ice-cold 2-propanol (2×3 cc) and dried in the ambient air to give 10-[(2RS)-1-diethylamino-2-propyl]-N-ethyl-2-phenothiazinecarboxamide fumarate (0.51 g), m.p. 135° C.

Workup

  1. temperatureunder reflux
  2. customCrystallization
  3. filtrationThe crystals are filtered off on sintered glass
  4. washwashed with ice-cold 2-propanol (2×3 cc)
  5. customdried in the ambient air

Sources & evidence

ORD record
ord-4c2fb582f5df4aaeb40f9e722b15de21
Source dataset
uspto-grants-1991_09
Patent number
US05049669

Reaction notes

Loading…