1,14-Diamino-3,6,9,12-tetraoxatetradecane → 1,4,7,10,16,19-Hexaoxa-13,22-diazacyclotetracosane

HRID 1658922Notes

Reaction equation

HRID 1658922 reaction equation
NCCOCCOCCOCCOCCN.O=[C:18]1[CH2:41][O:40][CH2:39][CH2:38][O:37][CH2:36][C:35](=O)[NH:34][CH2:33][CH2:32][O:31][CH2:30][CH2:29][O:28][CH2:27][CH2:26][O:25][CH2:24][CH2:23][O:22][CH2:21][CH2:20][NH:19]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1C=CC=CC=1.O1CCCC1>[O:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][O:31][CH2:32][CH2:33][NH:34][CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH2:41][CH2:18][NH:19][CH2:20][CH2:21]1

Participants

6

Reactant 3

HCID 101985981,14-Diamino-3,6,9,12-tetraoxatetradecaneHCID 21226445Aluminium lithium hydrideHCID 21316333HCID 21316333, compound

Product 1

HCID 213162981,4,7,10,16,19-Hexaoxa-13,22-diazacyclotetracosane

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to that described in Example 3 and 4, treat 1,14-diamino-3,6,9,12-tetraoxatetradecane with tetraglycolyl chloride in benzene utilizing high dilution technique. Then treat the thereby formed 5,12-dioxo-1,7,10,16,19,22-hexaoxa-4,13-diazacyclotetracosane with lithium aluminum hydride in tetrahydrofuran to obtain 1,7,10,16,19,22-hexaoxa-4,13-diazacyclotetracosane.

Sources & evidence

ORD record
ord-7b27d335d92c43f8a5f845ba614faa7f
Source dataset
uspto-grants-1976_06
Patent number
US03966766

Reaction notes

Loading…