Ammonia → HCID 58873091, compound

HRID 1990111Notes

Reaction equation

HRID 1990111 reaction equation
C(Cl)(=O)C(Cl)=O.[C:7]([C:9]1[C:10]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[S:26][CH:27]=[CH:28][N:29]=3)=[CH:21][CH:20]=2)=[C:11]([C:16](O)=[O:17])[S:12][C:13]=1[CH2:14][CH3:15])#[N:8].C[N:31](C=O)C.N>ClCCl.O1CCOCC1>[C:7]([C:9]1[C:10]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[S:26][CH:27]=[CH:28][N:29]=3)=[CH:21][CH:20]=2)=[C:11]([C:16]([NH2:31])=[O:17])[S:12][C:13]=1[CH2:14][CH3:15])#[N:8]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 58873071HCID 58873071, compound

Product 1

HCID 58873091HCID 58873091, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
23 °C

Procedure

Add oxalyl chloride (0.050 mL, 0.57 mmol) to a suspension of 4-cyano-5-ethyl-3-(4-thiazol-2-yl-phenyl)-thiophene-2-carboxylic acid (0.15 g, 0.44 mmol) and DMF (0.1 mL) in dichloromethane at 0° C. Stir 1 h at 23° C. and add 1M solution of ammonia in dioxane (5 mL). Concentrate in vacuo, suspend the solid in ethyl acetate and filter to give 0.052 g of the title compound as a white solid. Mass spectrum ESI positive (m/z): 340 (M+1), 362 (M+23).

Workup

  1. concentrationConcentrate in vacuo
  2. filtrationfilter

Sources & evidence

ORD record
ord-a54b3277125747ba9f9e02b068345a2e
Source dataset
uspto-grants-2010_01
Patent number
US07642361B2

Reaction notes

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