Dimethoxymethane → Hydrochloric Acid

HRID 614684Notes

Reaction equation

HRID 614684 reaction equation
OC1C=C(CCC(OCC)=O)C=CC=1.COCOC.[Cl:20]C1C=C(CCC(OCC)=O)C=CC=1.COCOC1C=C(C=CC=1)CC1C(=O)NC(SC)=NC=1.[CH3:54][C:55]1[NH:59][CH:58]=[N:57][C:56]=1[CH2:60][S:61][CH2:62][CH2:63][NH:64][C:65]1[NH:70][C:69](=[O:71])[C:68]([CH2:72][C:73]2[CH:78]=[CH:77][CH:76]=[C:75]([O:79]COC)[CH:74]=2)=[CH:67][N:66]=1>>[ClH:20].[CH3:54][C:55]1[NH:59][CH:58]=[N:57][C:56]=1[CH2:60][S:61][CH2:62][CH2:63][NH:64][C:65]1[NH:70][C:69](=[O:71])[C:68]([CH2:72][C:73]2[CH:78]=[CH:77][CH:76]=[C:75]([OH:79])[CH:74]=2)=[CH:67][N:66]=1

Participants

7

Reactant 5

HCID 8020DimethoxymethaneHCID 15197885Ethyl 3-(3-hydroxyphenyl)propanoateHCID 15209343Ethyl 3-(3-chlorophenyl)propanoateHCID 23346178HCID 23346178, compoundHCID 23346189HCID 23346189, compound

Product 2

HCID 313Hydrochloric AcidHCID 3053705HCID 3053705, compound

Procedure

Treatment of ethyl 3-(3-hydroxyphenyl)propionate with dimethoxymethane and substitution of the product for ethyl 3-(3-chlorophenyl)propionate in the procedure of Example 4 leads to the production of 5-[3-(methoxymethoxy)benzyl]-2-methylthio-4-pyrimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[3-(methoxymethoxy)benzyl]-4-pyrimidone. Treatment of this product with hydrochloric acid gives 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-hydroxybenzyl)-4-pyrimidone.

Sources & evidence

ORD record
ord-10762564ee644064a6a232acb795b2d1
Source dataset
uspto-grants-1979_03
Patent number
US04145546

Reaction notes

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