3-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamine → HCID 178483217, compound

HRID 1493181Notes

Reaction equation

HRID 1493181 reaction equation
CS[C:3](=[NH:8])[NH:4][N+:5]([O-:7])=[O:6].[NH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:15]=[C:16]([CH2:20][N:21]([CH3:23])[CH3:22])[CH:17]=[CH:18][CH:19]=1>C(O)C>[N+:5]([NH:4][C:3]([NH:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]([CH3:22])[CH3:23])[CH:15]=1)=[NH:8])([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamineHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 178483217HCID 178483217, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-nitrocarbamimidothioic acid methylester (0.77 g) and 3-(3-aminopropoxy)-N,N-dimethylbenzenemethanamine (1.0 g) were heated in ethanol at 40° for 20 mins. The solution was cooled to precipitate the title compound which was filtered off and recrystallised from ethyl acetate as a white solid (0.44 g) m.p. 114°-115°. TLC silica; methanol:0.88 ammonia (80:1) Rf 0.48.

Workup

  1. temperatureThe solution was cooled
  2. customto precipitate the title compound which
  3. filtrationwas filtered off
  4. customrecrystallised from ethyl acetate as a white solid (0.44 g) m.p. 114°-115°

Sources & evidence

ORD record
ord-d2184bac8fa548eaa0cc7383d0fcedfd
Source dataset
uspto-grants-1991_06
Patent number
US05021429

Reaction notes

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