HCID 13365860, compound → HCID 16778897, compound

HRID 334524Notes

Reaction equation

HRID 334524 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([Cl:16])[CH:15]=1)[C:5]([NH:7][NH:8][C:9](=[O:12])[CH2:10][Cl:11])=O>O=S(Cl)Cl>[Cl:11][CH2:10][C:9]1[O:12][C:5]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:15]=[C:14]([Cl:16])[CH:13]=2)=[N:7][N:8]=1

Participants

3

Reactant 1

HCID 13365860HCID 13365860, compound2×

Product 1

HCID 16778897HCID 16778897, compoundYield 122.7%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

Compound 6 (40 mg, 0.133 mmol) was stirred in SOCl2 at 55-60° C. under Ar atmosphere for 4.5 hours. TLC showed compound 6 had disappeared. The mixture was concentrated in vacuum to give crude product compound 7 as a yellow solid (43 mg). Yield: 100%.

Workup

  1. concentrationThe mixture was concentrated in vacuum

Sources & evidence

ORD record
ord-7cb48a9115e543ddb9911e148eadd766
Source dataset
uspto-grants-2014_11
Patent number
US08883827B2

Reaction notes

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