HCID 12561488, compound → HCID 12561487, compound

HRID 1447729Notes

Reaction equation

HRID 1447729 reaction equation
[O:1]=[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][O:5][C:4]2[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3S[CH2:13][C:3]1=2.CC(C1C=CC2SCC3C(=O)C(C=O)=C[O:29]C=3C=2C=1)CC.C(C1C=CC2SCC3C(=O)C(C=O)=COC=3C=2C=1)CCC.CC1C2C(=O)C(C=O)=COC=2C2C=CC=CC=2S1.C(C1C2C(=O)C(C=O)=COC=2C2C=CC=C(C)C=2O1)C.[N+](C1C=CC2C3[O+]([O-])C=C(C=O)C(=O)C=3CSC=2C=1)([O-])=O.C(OC1C2C3[O+](=O)([O-])C=C(C=O)C(=O)C=3C(C)SC=2C=CC=1)C.C(C1C2C(=O)C(C=O)=COC=2C2C=CC(C(F)(F)F)=CC=2O1)CC.BrC1C2SC(C(C)C)C3C(=O)C(C=O)=COC=3C=2C=CC=1.C(OC1C=CC2C3OC=C(C=O)C(=O)C=3CSC=2C=1)CCC.C(C1C2C(=O)C(C=O)=COC=2C2C=C(CCCCCC)C=CC=2O1)CCC>>[O:1]=[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][O:5][C:4]2[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[O:29][CH2:13][C:3]1=2

Participants

11

Reactant 10

HCID 12561488HCID 12561488, compoundHCID 20344174HCID 20344174, compoundHCID 20344183HCID 20344183, compoundHCID 20344200HCID 20344200, compoundHCID 20344205HCID 20344205, compoundHCID 20344220HCID 20344220, compoundHCID 20344222HCID 20344222, compoundHCID 20344230HCID 20344230, compoundHCID 20344254HCID 20344254, compoundHCID 86736727HCID 86736727, compound

Product 1

HCID 12561487HCID 12561487, compound

Procedure

In the same manner but replacing 3-acetyl 4-thiochromanone boron difluoride complex with an equivalent amount of another compound of formula V described in Example 1, the following compounds of formula VI are obtained respectively: 4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde, mp 141°-143° C., 9-(1-methylpropyl)-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde, mp 94°-96° C., 9-butyl-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde, mp 103°-105° C., 5-methyl-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde, 6-chloro-4-oxo-4H,5H-[1]benzopyrano[4,3-b]pyran-3-carboxaldehyde, 5-ethyl-7-methyl-4-oxo-4H,5H-[1]benzopyrano[4,3-b]pyran-3-carboxaldehyde, 8-nitro-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde- 1-oxide, 10-ethoxy-5-methyl-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde-1,1-dioxide, 5-propyl-8-trifluoromethyl-4-oxo-4H,5H-[1]benzopyrano[4,3-b]pyran-3-carboxaldehyde, 7-bromo-5-(1-methylethyl)-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde, 8-butoxy-4-oxo-4H, 5H-[1]benzothiopyrano[4,3-b]pyran-3-carboxaldehyde and 5-butyl-9-hexyl-4-oxo-4H,5H-[1]benzopyrano[4,3-b]pyran-3-carboxaldehyde.

Sources & evidence

ORD record
ord-c783a698345f491d92b1130e5a4e0ec0
Source dataset
uspto-grants-1979_12
Patent number
US04177284

Reaction notes

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