Hydrochloric Acid → HCID 18922221, compound

HRID 1289763Notes

Reaction equation

HRID 1289763 reaction equation
[NH2:1][C:2]1[N:6]([C:7]([NH:9][CH3:10])=[S:8])[N:5]=[C:4]([C:11]2[CH:16]=[C:15]([C:17](C)(C)C)C(OCOCCOC)=C(C(C)(C)C)[CH:12]=2)[N:3]=1.[OH-].[Na+].C[N:35]=C=S.[ClH:38]>O1CCCC1>[NH2:1][C:2]1[N:6]([C:7]([NH:9][CH3:10])=[S:8])[N:5]=[C:4]([C:11]2[CH:12]=[N:35][CH:17]=[C:15]([Cl:38])[CH:16]=2)[N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11167Methyl isothiocyanateHCID 14798Sodium HydroxideHCID 88404305HCID 88404305, compound

Product 1

HCID 18922221HCID 18922221, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The synthesis method of Example 7-(3) was applied. The compound (3.39 g) obtained in (4) above, a 1N aqueous sodium hydroxide solution (26 ml), methyl isothiocyanate (1.9 g) and tetrahydrofuran (30 ml) were used as reagents. The mixture was stirred at room temperature for 5 hours and neutralized with 3N hydrochloric acid. The resulting powder was collected by filtration and subjected to silica gel column chromatography (chloroform-methanol) and recrystallization from chloroform-methanol to give 917 mg of white crystals (yield 20%).

Workup

  1. filtrationThe resulting powder was collected by filtration
  2. customsubjected to silica gel column chromatography (chloroform-methanol) and recrystallization from chloroform-methanol

Sources & evidence

ORD record
ord-f65e8072c5b14aa0a406b0ec4db34b0e
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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