creatinine → HCID 136047584, compound

HRID 904175Notes

Reaction equation

HRID 904175 reaction equation
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[Cl:9][C:10]1[S:14][C:13]([N:15]=[C:16]=[O:17])=[CH:12][CH:11]=1.O>CN(C=O)C.C1(C)C=CC=CC=1>[Cl:9][C:10]1[S:14][C:13]([NH:15][C:16]([N:8]=[C:7]2[NH:6][C:4](=[O:5])[CH2:3][N:2]2[CH3:1])=[O:17])=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 588creatinineHCID 962WaterHCID 233337682-Chloro-thiophene-5-isocyanate

Product 1

HCID 136047584HCID 136047584, compoundYield 30.6%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred suspension of 2.5 g (22.5 mM) of creatinine in 30 ml of anhydrous DMF was added a solution of 2.87 g (18 mM) of 5-chloro-2-thienyl isocyanate in 15 ml of toluene. The resulting mixture was heated at 80° C. for 3.5 hrs., cooled, and poured into a mixture of 250 ml of water and 50 ml of toluene. The precipitate was collected and recrystallized from ethyl acetate to give 1.5 g of the above urea as a tan solid, m.p. 204°-205° C.

Workup

  1. temperature, cooled
  2. customThe precipitate was collected
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-8f37020102ae4e44bbf5911c7f1fd3ef
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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