5-((Dimethylamino)methyl)-2-furanmethanol → Ranisen

HRID 426494

Reaction equation

HRID 426494 reaction equation
[SH:1][CH2:2][CH2:3][NH:4][C:5]([NH:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8].[CH3:12][N:13]([CH2:15][C:16]1[O:20][C:19]([CH2:21]O)=[CH:18][CH:17]=1)[CH3:14]>Cl.O.C(=O)([O-])[O-].[K+].[K+]>[CH3:12][N:13]([CH2:15][C:16]1[O:20][C:19]([CH2:21][S:1][CH2:2][CH2:3][NH:4][C:5]([NH:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8])=[CH:18][CH:17]=1)[CH3:14]

Participants

6

Reactant 2

HCID 849065-((Dimethylamino)methyl)-2-furanmethanolHCID 181798N-(2-Mercaptoethyl)-N'-methyl-2-nitro-1,1-ethenediamine

Product 1

HCID 5039Ranisen

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 11430Potassium CarbonateSolvent

Procedure

N-(2-Mercaptoethyl)-N'-methyl-2-nitro-1,1-ethenediamine (354 mg) in concentrated hydrochloric acid (2 ml) was added dropwise to 5-(dimethylamino)methyl-2-furanylmethanol (428 mg) at 0°. After standing at 0° for 7 days the reaction was diluted with water (3 ml), excess potassium carbonate was added and the solid extracted with ethyl acetate (50 ml).

Workup

  1. additionwas added
  2. extractionthe solid extracted with ethyl acetate (50 ml)

Sources & evidence

ORD record
ord-cbadff62b38e4f56ad961d7e0c5e5d60
Source dataset
uspto-grants-1979_10
Patent number
US04169855

Linked notes

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