2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 86738646, compound

HRID 2199051Notes

Reaction equation

HRID 2199051 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[Cl:6][CH2:7][C:8](=[O:32])[C@:9]1([OH:31])[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=[O:28])[CH2:19][CH2:20]2)[C@@H:15]([F:29])[CH2:14]3)[CH2:11][C@@H:10]1[CH3:30].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[Cl:6][CH2:7][C:8](=[O:32])[C@:9]1([OH:31])[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=[O:28])[CH:19]=[CH:20]2)[C@@H:15]([F:29])[CH2:14]3)[CH2:11][C@@H:10]1[CH3:30]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 86738648HCID 86738648, compound

Product 1

HCID 86738646HCID 86738646, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Analogously to Example 12, 200 mg of 21-chloro-6α-fluoro-17α-hydroxy-16β-methyl-pregn-4-ene-3,20-dione propionate (see Example 10) are treated with 250 mg of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone in 8 ml of dioxan and further processed to yield 21-chloro-6α-fluoro-17α-hydroxy-16β-methyl-pregna-1,4-diene-3,20-dione propionate; melting point 216°-219° C. (from methylene chloride/ether).

Sources & evidence

ORD record
ord-42b776d27d614694888846ac2f25e092
Source dataset
uspto-grants-1982_11
Patent number
US04361558

Reaction notes

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