Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamate → HCID 20560297, compound

HRID 1659318Notes

Reaction equation

HRID 1659318 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Se:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[NH2:15].[CH3:16][O:17][C:18]([NH:20][C:21](=NC(OC)=O)SC)=[O:19]>C(O)(=O)C.C(O)C.O>[C:9]1([Se:8][C:5]2[CH:6]=[CH:7][C:2]3[N:1]=[C:21]([NH:20][C:18]([O:17][CH3:16])=[O:19])[NH:15][C:3]=3[CH:4]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 2

HCID 98708Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 20560301HCID 20560301, compound

Product 1

HCID 20560297HCID 20560297, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1,2-diamino-4-phenylselenobenzene (11.3 g. 43 mmole) and 1,3-bis(methoxycarbonyl)-2-methylisothiourea (10.3 g., 50 mmole) in glacial acetic acid (10 ml.), ethanol (100 ml.) and water (100 ml.) was boiled under reflux for two hours and allowed to cool. The reaction mixture was filtered, and the solid product was crystallised from a mixture of equal volumes of acetic acid and methanol to give methyl 5-phenylseleno-2-benzimidazolecarbamate, m.p. 238°-240° C.

Workup

  1. temperatureunder reflux for two hours
  2. temperatureto cool
  3. filtrationThe reaction mixture was filtered
  4. customthe solid product was crystallised from a mixture of equal volumes of acetic acid and methanol

Sources & evidence

ORD record
ord-cf747b84caa34b3db08fad3fb493ec3b
Source dataset
uspto-grants-1981_12
Patent number
US04303666

Reaction notes

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