Triethylamine → HCID 14407633, compound

HRID 621467Notes

Reaction equation

HRID 621467 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][N:3]=[C:2]1[C:7]1[CH:8]=[C:9]([NH2:13])[CH:10]=[CH:11][CH:12]=1.C(N(CC)CC)C.[CH3:21][C:22]1[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][C:23]=1[O:24][CH2:25][CH2:26][CH2:27][C:28]([CH3:33])([CH3:32])[C:29](Cl)=[O:30]>ClCCl>[O:1]1[CH2:6][CH2:5][CH2:4][N:3]=[C:2]1[C:7]1[CH:8]=[C:9]([NH:13][C:29](=[O:30])[C:28]([CH3:32])([CH3:33])[CH2:27][CH2:26][CH2:25][O:24][C:23]2[CH:34]=[C:35]([CH3:38])[CH:36]=[CH:37][C:22]=2[CH3:21])[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 144076195-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoyl chlorideHCID 21243156HCID 21243156, compound

Product 1

HCID 14407633HCID 14407633, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an ice cold solution of 3-(5,6-dihydro-4H-1,3-oxazin-2-yl)benzenamine, 8.8 g (0.05 mol), (Journal of the American Chemical Society, Vol. 59, pp. 2259-2261, (1937)) and triethylamine, 10 ml, in dichloromethane, 300 ml, is added 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl chloride, 13.4 g (0.05 mol), (U.S. Pat. No. 4,285,951). The mixture is worked up to give 18.8 g of N-[3-(5,6-dihydro-4H-1,3-oxazin-2-yl)phenyl]-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide after recrystallization from diisopropyl ether; mp 114°-115° C.

Sources & evidence

ORD record
ord-bb22e4ae460242e384c2781e7988c880
Source dataset
uspto-grants-1989_04
Patent number
US04824843

Reaction notes

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