Hydrochloric Acid → HCID 54131126, compound

HRID 1108221Notes

Reaction equation

HRID 1108221 reaction equation
Cl.C(=O)(O)O.[CH:6]1([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=2[O:20][CH3:21])[CH2:15][NH2:16])[CH2:10][CH2:9][CH2:8][CH2:7]1.[O-:22][C:23]#[N:24].[Na+]>O.C1COCC1>[CH:6]1([O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=2[O:20][CH3:21])[CH2:15][NH:16][C:23]([NH2:24])=[O:22])[CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 517096Sodium Cyanate2×HCID 69985531HCID 69985531, compound

Product 1

HCID 54131126HCID 54131126, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

25 ml of 5N HCl was added to a solution of 31.54 g of 3-cyclopentyloxy-4-methoxy-benzylamine carbonate and 8.30 g of sodium cyanate in 440 ml of water and 50 ml of THF over 15 minutes. After 3 hours another 0.83 g of sodium cyanate was added. After 20 hours the solid was collected, washed with water containing 5% of THF, suspended in 2.2 liters of ether and collected to give the title compound as a white solid (28.55 g) mp 134-5° C.

Workup

  1. customAfter 20 hours the solid was collected
  2. washwashed with water containing 5% of THF
  3. customcollected

Sources & evidence

ORD record
ord-1a06150dc78c48b8a0bc50c1288b7a96
Source dataset
uspto-grants-2000_05
Patent number
US06066641

Reaction notes

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