2,3-Dimethylphenol → HCID 21427118, compound

HRID 437851Notes

Reaction equation

HRID 437851 reaction equation
O.[C:2]([C:4]1[C:5](=[O:17])[O:6][C:7]2[C:12]([C:13]=1O)=[CH:11][CH:10]=[C:9]([CH3:15])[C:8]=2[CH3:16])#[N:3].CC1C(C)=CC=CC=1[OH:26].CC1C(C)=CC=C(C(O)=O)C=1O.C(OC1C(C)=C(C)C=CC=1C(O)=O)(=O)C.C(OC1C(C)=C(C)C=CC=1C(Cl)=O)(=O)C>>[OH2:6].[C:2]([C:4]1([OH:26])[CH2:13][C:12]2[C:7](=[C:8]([CH3:16])[C:9]([CH3:15])=[CH:10][CH:11]=2)[O:6][C:5]1=[O:17])#[N:3]

Participants

6

Reactant 5

HCID 106872,3-DimethylphenolHCID 185906Benzoic acid, 2-hydroxy-3,4-dimethyl-HCID 12366434HCID 12366434, compoundHCID 21427115HCID 21427115, compoundHCID 86734549HCID 86734549, compound

Product 1

HCID 21427118HCID 21427118, compound

Procedure

3-Cyano-7,8-dimethyl-4-hydroxycoumarin monohydrate, m.p. (EtOH - pet. ether) 255°-6°, (Found; C, 62.04; H, 4.80; N, 6.04. C12H9NO3.H 2 O requires C, 61.79; H, 4.76; N, 6.01) was prepared from 2,3-dimethylphenol via 3,4-dimethylsalicylic acid (m.p. 192°-3°), 2-acetoxy-3,4-dimethylbenzoic acid (m.p. 142°-4°) and 2 -acetoxy-3,4-dimethylbenzoyl chloride by an analogous procedure to that described in Example 10.

Sources & evidence

ORD record
ord-b92346f98f214ed28c85deda24555c27
Source dataset
uspto-grants-1977_06
Patent number
US04032544

Reaction notes

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