Water → HCID 178488135, compound

HRID 867890

Reaction equation

HRID 867890 reaction equation
Cl.Cl[CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[N:7]=[CH:6][N:5]=1.[SH:17][C:18]1[NH:19][C:20]2[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:21]=2[N:22]=1.O.[OH-].[Na+]>C(O)C>[CH3:28][O:27][C:25]1[CH:24]=[CH:23][C:21]2[NH:22][C:18]([S:17][CH2:3][C:4]3[C:9]([CH3:10])=[C:8]([N:11]4[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]4)[N:7]=[CH:6][N:5]=3)=[N:19][C:20]=2[CH:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 212457984-Chloromethyl-5-methyl-6-piperidino pyrimidine hydrochlorideHCID 178488032HCID 178488032, compound

Product 1

HCID 178488135HCID 178488135, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-chloromethyl-5-methyl-6-piperidino pyrimidine hydrochloride (4.63 g) and 2-mercapto-5-methoxybenzimidazole (3.18 g) in ethanol (180 ml) were heated at 50° for 5 hours. The solution was stripped to a residual glass, to which water was added, the pH raised to 13 (NaOH), and extracted with chloroform. Extracts were dried (K2CO3) and stripped to a residual glass which crystallised from ethyl acetate to give 5-methoxy-2-(5-methyl-6-piperidino-4-pyrimidinylmethylthio)-(1H)-benzimidazole, 5.67 g, m.p. 94°-96°.

Workup

  1. temperaturewere heated at 50° for 5 hours
  2. additionwas added
  3. extractionextracted with chloroform
  4. dry with materialExtracts were dried (K2CO3)
  5. customcrystallised from ethyl acetate

Sources & evidence

ORD record
ord-eb5af92d3ded4a6cb1f81bf16836f9ae
Source dataset
uspto-grants-1988_10
Patent number
US04777172

Linked notes

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