1,4-Dioxane hydrochloride → HCID 178495978, compound

HRID 1734029Notes

Reaction equation

HRID 1734029 reaction equation
[NH2:1][C:2](=[N:8][C:9]1[S:10][CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22](=[O:32])[CH2:23][NH:24]C(OC(C)(C)C)=O)[CH:15]=2)[N:13]=1)[NH:3][CH2:4][CH2:5][O:6][CH3:7].Cl.O1CCOCC1>CO>[NH2:1][C:2](=[N:8][C:9]1[S:10][CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22](=[O:32])[CH2:23][NH2:24])[CH:15]=2)[N:13]=1)[NH:3][CH2:4][CH2:5][O:6][CH3:7]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178495979HCID 178495979, compound

Product 1

HCID 178495978HCID 178495978, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-[[(amino)(2-methoxyethylamino)methylene]amino]-4-(3-t-butoxycarbonylaminoacetylaminomethylphenyl)thiazole (1.6 g) and 4N-hydrogen chloride/dioxane (10 ml) in methanol (10 ml) was stirred at room temperature for 2.5 hours. The resulting precipitate was collected by filtration and then dissolved in water (50 ml). The mixture was alkalized to pH 10 with a 30% aqueous potassium carbonate solution. The resulting precipitate was collected by filtration. Recrystallization from a mixture of methanol and diisopropyl ether afforded 2-[[(amino)(2-methoxyethylamino)methylene]amino]-4-(3-aminoacetylaminomethylphenyl)thiazole (0.8 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. dissolutiondissolved in water (50 ml)
  3. filtrationThe resulting precipitate was collected by filtration
  4. customRecrystallization
  5. additionfrom a mixture of methanol and diisopropyl ether

Sources & evidence

ORD record
ord-6cbe725bcf4f4950b6427f076d1622cc
Source dataset
uspto-grants-1996_07
Patent number
US05532258

Reaction notes

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