Dabco → HCID 22748384, compound

HRID 1390180Notes

Reaction equation

HRID 1390180 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:13][CH3:14])=[CH:4][C:3]=1[C:15]([OH:17])=O.S(Cl)(Cl)=O.[C:22]([C:27]1[CH:37]=[C:36]([C:38]([CH2:41][CH3:42])([CH3:40])[CH3:39])[CH:35]=[CH:34][C:28]=1[O:29][CH2:30][CH2:31][CH2:32][NH2:33])([CH2:25][CH3:26])([CH3:24])[CH3:23].N12CCN(CC1)CC2>C1C=CC=CC=1>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:13][CH3:14])=[CH:4][C:3]=1[C:15]([NH:33][CH2:32][CH2:31][CH2:30][O:29][C:28]1[CH:34]=[CH:35][C:36]([C:38]([CH2:41][CH3:42])([CH3:39])[CH3:40])=[CH:37][C:27]=1[C:22]([CH2:25][CH3:26])([CH3:24])[CH3:23])=[O:17]

Participants

6

Reactant 4

HCID 9237DabcoHCID 24386Thionyl ChlorideHCID 137420883-[2,4-Bis(2-methylbutan-2-yl)phenoxy]propan-1-amineHCID 22748385HCID 22748385, compound

Product 1

HCID 22748384HCID 22748384, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
42.5 °C

Procedure

A mixture of 23.2 g of Intermediate 1 prepared above, 18 g of thionyl chloride, and 100 ml of benzene was stirred for 3 hours at 40-45° C and after adding to the mixture a solution of 60 g of -(2,4-di-tert-amylphenoxy)propylamine, 23 g of 1,4-diazabicyclo[2,2,2]octane, and 100 ml of benzene, the resultant mixture was stirred for 2 hours to provide the desired product. The solvent used for the recrystallization of the product was methanol. The melting point of the product was 130-131° C.

Sources & evidence

ORD record
ord-08ab0ed122a44f55aa97c78456b0ecb7
Source dataset
uspto-grants-1979_02
Patent number
US04138258

Reaction notes

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