Phosphorus oxide (P4O10) → HCID 66801867, compound

HRID 1843860Notes

Reaction equation

HRID 1843860 reaction equation
C([O:3][C:4](=O)[NH:5][CH2:6][CH2:7][C:8]1[S:9][CH:10]=[C:11]([Br:13])[CH:12]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[Br:13][C:11]1[C:12]2[C:4](=[O:3])[NH:5][CH2:6][CH2:7][C:8]=2[S:9][CH:10]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 66801955HCID 66801955, compound

Product 1

HCID 66801867HCID 66801867, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

Using analogous reaction conditions and workup as described in Example 1, step 4, [2-(4-bromo-thiophen-2-yl)-ethyl]-carbamic acid ethyl ester (I-15c: 6 g, 21.73 mmol) in POCl3 (60 mL) was reacted with P2O5 (6.217 g, 43.782 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 2.6 g of the product (52% yield).

Workup

  1. customreaction conditions and workup
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (2% methanol in CHCl3)

Sources & evidence

ORD record
ord-df1a79f5dbfd402cab9cb57f13bc54e5
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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