Ammonia → HCID 57476167, compound

HRID 1851426Notes

Reaction equation

HRID 1851426 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19]([OH:21])=O)=[CH:15]2)(=[O:8])=[O:7].[N:22]1(O)C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.N.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O.CN(C)C=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19]([NH2:22])=[O:21])=[CH:15]2)(=[O:7])=[O:8]

Participants

8

Reactant 5

HCID 222AmmoniaHCID 311Citric AcidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57476168HCID 57476168, compound

Product 1

HCID 57476167HCID 57476167, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxylic acid (1.50 g), 1H-1,2,3-benzotriazol-1-ol (0.75 g) and N,N-dimethylformamide (15 mL) was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (1.10 g) at room temperature. The mixture was stirred for 10 min, and 28% aqueous ammonia (1.70 mL) was added. The reaction mixture was stirred at room temperature for 3 hr, and water was added. The mixture was acidified with 10% aqueous citric acid solution, and the resulting crystals were filtrated, washed with water, and dried to give the title compound (1.46 g, yield 98%) as yellow crystals. melting point>300° C. (decomposition).

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 3 hr
  2. filtrationthe resulting crystals were filtrated
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2b4ce9386fde4b9b8e762be271e52472
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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