Propargylamine → 1-(2-propynyl)-3-(5,6,7,8-tetrahydro-8-oxo-4H-cyclohepta[b]thien-4-yl)urea

HRID 262051Notes

Reaction equation

HRID 262051 reaction equation
[C:1](C1NC=CN=1)(C1NC=CN=1)=[O:2].[O:13]=[C:14]1[C:20]2[S:21][CH:22]=[CH:23][C:19]=2[CH:18]([NH2:24])[CH2:17][CH2:16][CH2:15]1.[CH2:25]([NH2:28])[C:26]#[CH:27]>C(Cl)Cl>[CH2:25]([NH:28][C:1]([NH:24][CH:18]1[C:19]2[CH:23]=[CH:22][S:21][C:20]=2[C:14](=[O:13])[CH2:15][CH2:16][CH2:17]1)=[O:2])[C:26]#[CH:27]

Participants

5

Reactant 3

HCID 239041PropargylamineHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 21319845HCID 21319845, compound

Product 1

HCID 213198561-(2-propynyl)-3-(5,6,7,8-tetrahydro-8-oxo-4H-cyclohepta[b]thien-4-yl)urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A sample of 11 grams of carbonyl diimidazole in 50 ml. of methylene chloride is stirred and an equivalent amount of 5,6,7,8-tetrahydro-8-oxo-4H-cyclohepta[b]thiophen-4-amine in 50 ml. of methylene chloride is added. After one hour, 3.74 grams of propargylamine in 50 ml. of methylene chloride is added. The mixture is stirred at room temperature for 3 hours and the title compound is collected by filtration.

Workup

  1. filtrationthe title compound is collected by filtration

Sources & evidence

ORD record
ord-a39ac8fd20ff411fa573d6c545ba4d12
Source dataset
uspto-grants-1979_05
Patent number
US04153611

Reaction notes

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