Methyl iodide → HCID 86743823, compound

HRID 1165791Notes

Reaction equation

HRID 1165791 reaction equation
C[I:2].[ClH:3].[N:4]1([CH2:9][CH:10]([N:12]2[C:25]3[CH:24]=[C:23]([C:26]([NH2:28])=[NH:27])[CH:22]=[CH:21][C:20]=3[S:19][C:18]3[C:13]2=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5]1.[CH:29](OC(C)C)(C)C>CN(C)C=O>[ClH:3].[I-:2].[CH3:29][N+:4]1([CH2:9][CH:10]([N:12]2[C:25]3[CH:24]=[C:23]([C:26]([NH2:28])=[NH:27])[CH:22]=[CH:21][C:20]=3[S:19][C:18]3[C:13]2=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 7914Diisopropyl EtherHCID 14502148HCID 14502148, compound

Product 1

HCID 86743823HCID 86743823, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

Methyl iodide (0.036 g) is added to a solution of 10-[1-(1-pyrrolidinyl) (2RS)-2-propyl]-2-phenothiazinecarboxamidine hydrochloride (0.1 g) in dimethylformamide (1 cc) and the mixture is stirred for 16 hours at a temperature of about 20° C. The reaction solution obtained is poured into isopropyl ether (15 cc) and the oil formed is decanted, washed with isopropyl ether (15 cc) and again dissolved in a mixture of acetone and methanol (85-15 by volume) (12 cc). The preceding solution is poured dropwise, with stirring, into isopropyl ether (50 cc), and the yellow solid formed is filtered off and dried under reduced pressure (5 mm Hg; 0.67 kPa) at 50° C. 10-[1-(1-methyl-1-pyrrolidinio) (2RS)-2-propyl]-2-phenothiazinecarboxamidine iodide hydrochloride (0.11 g) is obtained in the form of a yellow powder which melts above 250° C.,

Workup

  1. customThe reaction solution obtained
  2. customthe oil formed
  3. customis decanted
  4. washwashed with isopropyl ether (15 cc)
  5. dissolutionagain dissolved in a mixture of acetone and methanol (85-15 by volume) (12 cc)
  6. additionThe preceding solution is poured dropwise
  7. stirringwith stirring, into isopropyl ether (50 cc)
  8. customthe yellow solid formed
  9. filtrationis filtered off
  10. customdried under reduced pressure (5 mm Hg; 0.67 kPa) at 50° C

Sources & evidence

ORD record
ord-34f3502a6e054ab3be4290d0a95fc6cb
Source dataset
uspto-grants-1990_03
Patent number
US04912105

Reaction notes

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