HCID 12561490, compound → HCID 12561489, compound

HRID 1447730Notes

Reaction equation

HRID 1447730 reaction equation
[OH:1][CH2:2][C:3]1[C:4](=[O:17])[C:5]2[CH2:12]S[C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[C:6]=2[O:7][CH:8]=1.CC(C1C=CC2SCC3C(=O)C(CO)=C[O:29]C=3C=2C=1)CC.C(C1C=CC2SCC3C(=O)C(CO)=COC=3C=2C=1)CCC.CC1C2C(=O)C(CO)=COC=2C2C=CC=CC=2S1.C(C1C2C(=O)C(CO)=COC=2C2C=CC(C(F)(F)F)=CC=2O1)CC.C(OC1C=CC2C3OC=C(CO)C(=O)C=3CSC=2C=1)CCC.C(C1C2C(=O)C(CO)=COC=2C2C=C(CCCCCC)C=CC=2O1)CCC>>[OH:1][CH2:2][C:3]1[C:4](=[O:17])[C:5]2[CH2:12][O:29][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[C:6]=2[O:7][CH:8]=1

Participants

8

Reactant 7

HCID 12561490HCID 12561490, compoundHCID 20344168HCID 20344168, compoundHCID 20344180HCID 20344180, compoundHCID 20344225HCID 20344225, compoundHCID 20344234HCID 20344234, compoundHCID 20344237HCID 20344237, compoundHCID 20344253HCID 20344253, compound

Product 1

HCID 12561489HCID 12561489, compound

Procedure

In the same manner but replacing 4-oxo-4H,5H-[1]benzopyrano[4,3-b]-pyran-3-carboxaldehyde with an equivalent amount of another compound of formula VI described in Example 2, the following compounds of formula VII are obtained respectively: 3-hydroxymethyl-4H,5H-[1]benzothiopyrano[4,3-b]pyran-4-one, mp 147°-149° C., 9-(1-methylpropyl)-3-hydroxymethyl-4H,5H-[1]benzothiopyrano[4,3-b]pyran-4-one, mp 82°-84° C., 9-butyl-3-hydroxymethyl-4H,5H-[1]benzothiopyrano[4,3-b]pyran-4-one, mp 89°-91° C., 5-methyl-3-hydroxymethyl-4H,5H-[1]benzothiopyrano[4,3-b]pyran-4-one, 6-chloro-3-hydroxymethyl-4H,5H-[1]benzopyrano[4,3-b]pyran-4-one, 5-ethyl-17-methyl-3-hydroxymethyl-4H,5H-[1]benzopyrano[4,3-b]pyran-4-one, 10-ethoxy-5-methyl-3-hydroxymethyl-4H,5H-[ 1]benzothiopyrano[4,3b]pyran-4-one-1,1-dioxide, 5-propyl-8-trifluoromethyl-3-hydroxymethyl-4H,5H-[1]benzopyrano[4,3-b]pyran-4-one, 7-bromo-5-(1-methylethyl)-3-hydroxymethyl-4H,5H-[]benzothiopyrano[4,3-b]pyran-4-one, 8-butoxy-3-hydroxymethyl-4H,5H-[1]benzothiopyrano[4,3-b]pyran-4-one and 5-butyl-9-hexyl-3-hydroxymethyl-4H,5H-[1]benzopyrano[4,3-b]pyran-4-one.

Sources & evidence

ORD record
ord-a89df21aaa8c46368e9a9d3743d869a8
Source dataset
uspto-grants-1979_12
Patent number
US04177284

Reaction notes

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