Sodium Cyanate → HCID 178433485, compound

HRID 867749Notes

Reaction equation

HRID 867749 reaction equation
[O-:1][C:2]#[N:3].[Na+].[NH2:5][C:6]1[C:7]2[S:16][CH:15]=[CH:14][C:8]=2[C:9]([CH3:13])=[N:10][C:11]=1[OH:12]>C(O)(=O)C>[OH:12][C:11]1[N:10]=[C:9]([CH3:13])[C:8]2[CH:14]=[CH:15][S:16][C:7]=2[C:6]=1[NH:5][C:2]([NH2:3])=[O:1]

Participants

4

Reactant 2

HCID 517096Sodium CyanateHCID 178433484HCID 178433484, compound

Product 1

HCID 178433485HCID 178433485, compoundYield 51.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Sodium cyanate (0.50 g, 7.69 mmol) was added to a solution of crude 7-amino-4-methylthieno[3,2-c]pyridin-6-ol (1.26 g, 7.00 mmol) in acetic acid (30 ml) and an off-white solid precipitated. This mixture was stirred for one hour at room temperature. The solid was collected by filtration, washed with acetic acid, triturated with refluxing MeOH, then refluxing Et2O, and dried in vacuo to give the urea (0.798 g, 51% yield); mp 294°-297° C. (dec); IR (KBr) 1525, 1620 and 2300-3100 cm-1 ; mass spectrum m/z 223 (M+); 1H NMR (TFA) δ3.02 (s, 3H, 4-CH3), 7.63 and 7.77 each (d, J=6 Hz, 1H, thiophene-H).

Workup

  1. customan off-white solid precipitated
  2. filtrationThe solid was collected by filtration
  3. washwashed with acetic acid
  4. customtriturated with refluxing MeOH
  5. dry with materialrefluxing Et2O, and dried in vacuo

Sources & evidence

ORD record
ord-642e023947c648589bc57a58b0e714e2
Source dataset
uspto-grants-1988_10
Patent number
US04775757

Reaction notes

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