Fumaric Acid → HCID 86745077, compound

HRID 728735Notes

Reaction equation

HRID 728735 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].C(N(CC)CC([N:15]1[C:28]2[CH:27]=[C:26]([C:29]([NH:31][CH2:32][CH:33]([CH3:36])[CH2:34][CH3:35])=[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)C)C>CC(O)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH3:36][CH:33]([CH2:34][CH3:35])[CH2:32][NH:31][C:29]([C:26]1[CH:25]=[CH:24][C:23]2[S:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][C:28]=2[CH:27]=1)=[O:30]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 14536635HCID 14536635, compound

Product 1

HCID 86745077HCID 86745077, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
25 °C

Procedure

Fumaric acid (0.07 g) dissolved in 2-propanol (1 cc) under reflux is added to a solution of 10-[(2RS)-1-diethylamino-2-propyl]-N-[(2RS)-2-methylbutyl]-2-phenothiazinecarboxamide (0.25 g) in boiling 2-propanol (2.5 cc). Crystallization is primed by scratching, and the mixture is stirred for 2 hours at 25° C. and then left to stand for 12 hours at 0° C. The crystals are filtered off and dried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C. to give 10-[(2RS)]-l-diethylamino-2-propyl]-N-[(2RS)-2-methylbutyl]-2-phenothiazinecarboxamide fumarate (0.19 g), m.p. at 110° C.

Workup

  1. temperatureunder reflux
  2. customCrystallization
  3. waitleft
  4. waitto stand for 12 hours at 0° C
  5. filtrationThe crystals are filtered off
  6. customdried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C.

Sources & evidence

ORD record
ord-27845ef64ad84b22bc754e51769afe4b
Source dataset
uspto-grants-1991_09
Patent number
US05049669

Reaction notes

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