4-Fluorophenyl isocyanate → HCID 20223045, compound

HRID 979780

Reaction equation

HRID 979780 reaction equation
[NH:1]1[C:8](=[O:9])[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].[F:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>N1C=CC=CC=1>[F:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:7]2[C:8](=[O:9])[NH:1][C:2](=[S:3])[NH:4][C:5]=2[OH:6])=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 2723628Thiobarbituric acid

Product 1

HCID 20223045HCID 20223045, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
90 °C

Procedure

2-thiobarbituric acid (14.4 g) was suspended in pyridine and 4-fluorophenyl isocyanate (13.7 g) was added thereto. The reaction mixture was maintained at 90° C. for one hour, and thereafter left overnight at room temperature. The solids formed were collected, washed with pyridine, re-suspended in ethanol, and again collected and dried. A pale pink powder product was thereby obtained, mp >250° C. (dec.), NMR (DMSO) 7.0-7.7δ (multiplet, integral 4); 10.7-11.4δ (overlapping broad singlets, combined integral 4). MS, M/e 281 (Calc., 281).

Workup

  1. customThe solids formed
  2. customwere collected
  3. washwashed with pyridine
  4. customagain collected
  5. customdried
  6. customA pale pink powder product was thereby obtained

Sources & evidence

ORD record
ord-8411a693a2244562bb1b98915c09dac2
Source dataset
uspto-grants-1987_01
Patent number
US04634707

Linked notes

Loading…