Butyl isocyanate → 2-Dipropylamino-8-[2-(3-butylureido)ethoxy]-1,2,3,4-tetrahydronaphthalene

HRID 728086Notes

Reaction equation

HRID 728086 reaction equation
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH2:16][CH2:17][NH2:18])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[CH2:22]([N:26]=[C:27]=[O:28])[CH2:23][CH2:24][CH3:25]>C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH2:16][CH2:17][NH:18][C:27]([NH:26][CH2:22][CH2:23][CH2:24][CH3:25])=[O:28])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:20][CH3:21]

Participants

5

Reactant 2

HCID 8110Butyl isocyanateHCID 141812122-Dipropylamino-8-(2-aminoethoxy)-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 141812162-Dipropylamino-8-[2-(3-butylureido)ethoxy]-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 1140TolueneSolvent

Procedure

1.45 g (5 mmol) of 2-dipropylamino-8-(2-aminoethoxy)-1,2,3,4-tetrahydronaphthalene were initially introduced into 25 ml of toluene. The reaction was catalyzed using 3 drops of triethylamine, and 0.63 ml (5.5 mmol) of butyl isocyanate was then added dropwise. The mixture was stirred for 2 h at room temperature. The mixture was evaporated to dryness, and the residue was crystallized from petroleum ether/diisopropyl ether.

Workup

  1. additionwas then added dropwise
  2. customThe mixture was evaporated to dryness
  3. customthe residue was crystallized from petroleum ether/diisopropyl ether

Sources & evidence

ORD record
ord-251b9a8b221d4902aefd7bdb06af6bd6
Source dataset
uspto-grants-1991_09
Patent number
US05047422

Reaction notes

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