Phosphoric Acid → HCID 66905503, compound

HRID 1692059Notes

Reaction equation

HRID 1692059 reaction equation
[P:1](=[O:5])([OH:4])([OH:3])[OH:2].C1(C)C=CC=CC=1.[NH2:13][C:14]1[CH:18]=[CH:17][S:16][CH:15]=1>C(#N)C>[P:1]([OH:5])([OH:4])([OH:3])=[O:2].[NH2:13][C:14]1[CH:18]=[CH:17][S:16][CH:15]=1

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 1140TolueneHCID 640543Thiophen-3-amine

Product 1

HCID 66905503HCID 66905503, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

While a solution obtained by mixing 85% phosphoric acid (143.6 g, 1.2 mol) and acetonitrile (500.0 g) was cooled to not more than 15 degree centigrade and stirred under nitrogen atmosphere, a toluene solution (847.3 g, 3-aminothiophene: concentration; 13.1 weight %, content; 111.0 g, 1.1 mol) of 3-aminothiophene prepared in the same manner as in Example 1 was added dropwise thereto. The precipitated crystal was filtered and washed with acetonitrile (200.0 g). The obtained crystal was suspended in acetonitrile (800.0 g) and stirred in an ice water bath for 1 hour. The crystal was filtered again and washed with acetonitrile (200.0 g). The resulting crystal was dried under reduced pressure to give 148.5 g of 3-aminothiophene phosphate (yield: 68%).

Workup

  1. customWhile a solution obtained
  2. temperaturewas cooled to not more than 15 degree centigrade
  3. additionwas added dropwise
  4. filtrationThe precipitated crystal was filtered
  5. washwashed with acetonitrile (200.0 g)
  6. stirringstirred in an ice water bath for 1 hour
  7. filtrationThe crystal was filtered again
  8. washwashed with acetonitrile (200.0 g)
  9. customThe resulting crystal was dried under reduced pressure

Sources & evidence

ORD record
ord-61e7361e6e8f4dc9881c8f4a68e8a3b8
Source dataset
uspto-grants-2012_04
Patent number
US08153823B2

Reaction notes

Loading…