Acetic Acid → HCID 178518524, compound

HRID 973773Notes

Reaction equation

HRID 973773 reaction equation
[NH2:1][C:2]1[C:3]([OH:10])=[N:4][C:5]([OH:9])=[N:6][C:7]=1[OH:8].[C:11]1([N:17]=[C:18]=[S:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(O)(=O)C>[OH-].[Na+]>[OH:9][C:5]1[N:6]=[C:7]([OH:8])[C:2]([NH:1][C:18]([NH:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[S:19])=[C:3]([OH:10])[N:4]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7673Phenyl IsothiocyanateHCID 178508113HCID 178508113, compound

Product 1

HCID 178518524HCID 178518524, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

75 g of 5-amino-2,4,6-trihydroxypyrimidine was dissolved in 1.5 to 5% sodium hydroxide with vigorous overhead stirring producing a violet solution. The reaction was heated to 60° C. and 63 ml phenyl isothiocyanate was added dropwise over 1.5 hours. The reaction turned pale yellow. The reaction was stirred an additional 2 hours at 60° C., cooled and acidified with glacial acetic acid producing a light yellow precipitate. This was filtered to yield about 75 g of N-(2,4,6-trihydroxy-5-pyrimidyl)-N'-phenylthiourea.

Workup

  1. customproducing a violet solution
  2. stirringThe reaction was stirred an additional 2 hours at 60° C.
  3. temperaturecooled
  4. filtrationThis was filtered

Sources & evidence

ORD record
ord-1b6191a975194914abc1da1bb83dab5c
Source dataset
uspto-grants-1991_11
Patent number
US05064947

Reaction notes

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