creatinine → HCID 137195934, compound

HRID 904173Notes

Reaction equation

HRID 904173 reaction equation
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[Br:9][C:10]1[CH:14]=[CH:13][S:12][C:11]=1[N:15]=[C:16]=[O:17].O>CN(C=O)C.C1(C)C=CC=CC=1>[Br:9][C:10]1[CH:14]=[CH:13][S:12][C:11]=1[NH:15][C:16]([N:8]=[C:7]1[NH:6][C:4](=[O:5])[CH2:3][N:2]1[CH3:1])=[O:17]

Participants

6

Reactant 3

HCID 588creatinineHCID 962WaterHCID 23333765HCID 23333765, compound

Product 1

HCID 137195934HCID 137195934, compoundYield 20.7%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

To a stirred suspension of 0.8 g (7.1 mM) of creatinine in 10 ml of anhydrous DMF was added a solution of 1.12 g (5.5 mM) of 3-bromo-2-thienyl isocyanate in 5 ml of toluene. The resulting mixture was heated at 65° C. for 5 hrs. (hours), cooled, and poured into a mixture of 200 ml water and 25 ml toluene. The precipitate was collected and recrystallized from ethyl acetate to give 0.36 g of the above urea as a tan colored solid, m.p. 192°-193° C. (dec.)

Workup

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

Sources & evidence

ORD record
ord-e611252c682544fbb2aaac49a2549356
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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