Ethanolamine → HCID 178512329, compound

HRID 1033056Notes

Reaction equation

HRID 1033056 reaction equation
[NH2:1][C:2](=[N:4][C:5]1[S:6][CH:7]=[C:8]([C:10]2[O:11][C:12]([CH2:15][NH:16][C:17](=[N:20][C:21]#[N:22])SC)=[CH:13][CH:14]=2)[N:9]=1)[NH2:3].[CH2:23]([CH2:25][NH2:26])[OH:24]>CN(C)C=O>[C:21]([N:20]=[C:17]([NH:26][CH2:25][CH2:23][OH:24])[NH:16][CH2:15][C:12]1[O:11][C:10]([C:8]2[N:9]=[C:5]([N:4]=[C:2]([NH2:3])[NH2:1])[S:6][CH:7]=2)=[CH:14][CH:13]=1)#[N:22]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 178503900HCID 178503900, compound

Product 1

HCID 178512329HCID 178512329, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2-(diaminomethyleneamino)-4-[5-(3-cyano-2-methyl-1-isothioureido)methylfuran-2-yl]thiazole (1.10 g) and monoethanolamine (1 ml) in N,N-dimethylformamide (10 ml) was stirred at 70° C. for 7 hours. The solvent was evaporated in vacuo and the residue was mixed with water. The resulting precipitate was collected by filtration, washed with water and recrystallized from a mixture of dioxane, methanol and diisopropyl ether to afford 4-[5-{2-cyano-3-(2-hydroxyethyl)guanidino}methylfuran-2-yl]-2-(diaminomethyleneamino)thiazole (0.80 g).

Workup

  1. customThe solvent was evaporated in vacuo
  2. additionthe residue was mixed with water
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customrecrystallized from a mixture of dioxane, methanol and diisopropyl ether

Sources & evidence

ORD record
ord-c245cbd834574ade928185058a8b7acb
Source dataset
uspto-grants-1994_05
Patent number
US05308857

Reaction notes

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