Dimethylamine → HCID 342931, compound

HRID 1586615Notes

Reaction equation

HRID 1586615 reaction equation
C([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([NH2:13])=[O:12])(=O)C.CNC.N1CCOCC1.C(S)C.OC(CO)COC1C=C(C=CC=1)C(N)=O.CN(CC(O)COC1C=C(C=CC=1)C(N)=O)C.O1CCN(CC(O)COC2C=C(C=CC=2)C(N)=O)CC1.COCC(O)COC1C=C(C=CC=1)C(N)=O.C(SCC(O)COC1C=C(C=CC=1)C(N)=O)C>CO>[OH:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([NH2:13])=[O:12]

Participants

11

Reactant 9

HCID 674DimethylamineHCID 6343EthanethiolHCID 8083MorpholineHCID 353402HCID 353402, compoundHCID 354107HCID 354107, compoundHCID 3546293-(3-Morpholino-2-hydroxy-n-propoxy)benzamideHCID 197586613-(3-Methoxy-2-hydroxy-n-propoxy)benzamideHCID 19758670HCID 19758670, compoundHCID 704658903-(3-Ethylthio-2-hydroxy-n-propoxy)benzamide

Product 1

HCID 342931HCID 342931, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner, but effecting lysis of the epoxide ring in the 3-(2,3-epoxy-n-propoxy)benzamide of Example 3, B, using aqueous solution, dimethylamine, morpholine, methanol, or ethyl mercaptan, the corresponding compounds of the invention--3-(2,3-dihydroxy-n-propoxy)benzamide, 3-(3-(N,N-dimethylamino)-2-hydroxy-n-propoxy)benzamide, 3-(3-morpholino-2-hydroxy-n-propoxy)benzamide, 3-(3-methoxy-2-hydroxy-n-propoxy)benzamide, and 3-(3-ethylthio-2-hydroxy-n-propoxy)benzamide--are prepared.

Sources & evidence

ORD record
ord-7f0a7a133b8049fa8c1b6fa4fe1d9b1d
Source dataset
uspto-grants-1993_06
Patent number
US05215738

Reaction notes

Loading…