creatinine → HCID 136053579, compound

HRID 904174Notes

Reaction equation

HRID 904174 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:11][CH:12]=[C:13]([N:15]=[C:16]=[O:17])[CH:14]=1.O>CN(C=O)C.C1(C)C=CC=CC=1>[Cl:9][C:10]1[S:11][CH:12]=[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:14]=1

Participants

6

Reactant 3

HCID 588creatinineHCID 962WaterHCID 13189099HCID 13189099, compound

Product 1

HCID 136053579HCID 136053579, 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 2-chloro-4-thienyl isocyanate in 20 mls 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 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. 198°-200° C.

Workup

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

Sources & evidence

ORD record
ord-27b10039d38c44359537f4e9b38f141b
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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