Diisopropylethylamine → HCID 178429405, compound

HRID 2038154Notes

Reaction equation

HRID 2038154 reaction equation
[N:1]1([C:6]([NH:8][C:9]2[NH:10][C:11]([CH3:16])=[CH:12][C:13](=[O:15])[N:14]=2)=[O:7])[CH:5]=[CH:4]N=C1.[Br-:17].[Br-].NCC[CH2:22][N+:23]([CH2:34][CH2:35][CH2:36][NH2:37])([CH3:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][N+:29]([CH3:32])([CH3:31])[CH3:30].C([N:41]([CH:44]([CH3:46])[CH3:45])[CH2:42]C)(C)C>C(O)C>[Br-:17].[Br-:17].[CH3:32][N+:29]([CH3:30])([CH3:31])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][N+:23]([CH3:22])([CH2:33][CH2:4][CH2:5][NH:1][C:6]([NH:8][C:9]1[NH:10][C:11]([CH3:16])=[CH:12][C:13](=[O:15])[N:14]=1)=[O:7])[CH2:34][CH2:35][CH2:36][NH:37][C:6]([NH:1][C:42]1[NH:41][C:44]([CH3:45])=[CH:46][C:13](=[O:15])[N:14]=1)=[O:7]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 86656191N,N-bis(3-aminopropyl)-N,N',N',N'-tetramethylpentane-1,5-diaminium dibromideHCID 178429402HCID 178429402, compound

Product 1

HCID 178429405HCID 178429405, compoundYield 239.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g of 2-(1-imidazolylcarbonylamino)-6-methyl-4[1H]-pyrimidinone (9.2 mmol) are added to a solution of 2 g of N,N-bis(3-aminopropyl)-N,N′,N′,N′-tetramethylpentane-1,5-diaminium dibromide (4.6 mmol) and 1.2 g of diisopropylethylamine (9.2 mmol) in 100 ml of ethanol. The solution is stirred at reflux for 5 hours. The product is precipitated from acetone. After filtration and washing with acetone, the product is dried under reduced pressure and 3.2 g (5.5 mmol) of desired compound are obtained in the form of a white powder, with a yield of 99% (hygroscopic product).

Workup

  1. temperatureat reflux for 5 hours
  2. customThe product is precipitated from acetone
  3. filtrationAfter filtration
  4. washwashing with acetone

Sources & evidence

ORD record
ord-dd0da5503b024127bce8b71f4a4be318
Source dataset
uspto-grants-2013_11
Patent number
US08575341B2

Reaction notes

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