Hydrochloric Acid → HCID 18953855, compound

HRID 1491895Notes

Reaction equation

HRID 1491895 reaction equation
[NH2:1][C:2](=[N:4][C:5]1[S:6][CH:7]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[C:14]([CH2:16][N:17]3C(=O)C4=CC=CC=C4C3=O)[CH:15]=2)[N:9]=1)[NH2:3].O.NN.[ClH:31]>CO>[ClH:31].[ClH:31].[ClH:31].[NH2:17][CH2:16][C:14]1[CH:15]=[C:10]([C:8]2[N:9]=[C:5]([N:4]=[C:2]([NH2:3])[NH2:1])[S:6][CH:7]=2)[CH:11]=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 9976925HCID 9976925, compound

Product 1

HCID 18953855HCID 18953855, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 2-(diaminomethyleneamino)-4-(5-phthalimidomethylpyridin-3-yl)thiazole (2.47 g) and hydrazine hydrate (0.4 g) in methanol was stirred at room temperature for 5 hours. 3N hydrochloride solution (40 ml) was added slowly and then the mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure. The residue was suspended in water (30 ml) and then the resulting precipitate was removed by filtration. The solvent was removed under reduced pressure to afford 4-(5-aminomethylpyridin-3-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride. NMR (DMSO-d6, δ): 4.31 (2H, q, J=5.2 Hz ), 8.27 (1H, s), 8.44 (4H, s), 8.99 (1H, br), 9.08 (2H, br), 9.52 (1H, br), 9.50 (1H, br)

Workup

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. customThe solvent was removed under reduced pressure
  3. customthe resulting precipitate was removed by filtration
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d0082520da34419abedb310c9b4fa39d
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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