Sodium Cyanate → HCID 23505643, compound

HRID 1884365Notes

Reaction equation

HRID 1884365 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:7][CH2:6][CH2:5]2.[O-:19][C:20]#[N:21].[Na+]>C(O)(=O)C.O>[C:12]1([C:11]2[NH:21][C:20](=[O:19])[NH:1][C:2]3[C:10]=2[CH:9]=[C:8]2[CH:7]=[CH:6][CH:5]=[C:4]2[CH:3]=3)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 517096Sodium CyanateHCID 23505627HCID 23505627, compound

Product 1

HCID 23505643HCID 23505643, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a solution of 5-amino-6-benzoylindane (160 mg, 0.68 mmol) in 6 mL of acetic acid and 0.6 mL of water was added sodium cyanate (53 mg, 0.81 mmol) and the solution was stirred at rt for 3 h. Water was then added to produce a suspension which was filtered and washed with water. The resulting solid was dried under vacuum to give the title compound (139 mg, 79%). 1H NMR (CDCl3): 13.25 (bs,1H), 7.80 (d, 2H), 7.70 (s,1H), 7.60 (m, 4H), 3.05 (t, 2H), 2.95 (t, 2H), 2.15 (p, 2H).

Workup

  1. customto produce a suspension which
  2. filtrationwas filtered
  3. washwashed with water
  4. customThe resulting solid was dried under vacuum

Sources & evidence

ORD record
ord-a0be7c305b5e4958ad911ad1ea9ad119
Source dataset
uspto-grants-2004_07
Patent number
US06765006B2

Reaction notes

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