Water → HCID 86667390, compound

HRID 2172405Notes

Reaction equation

HRID 2172405 reaction equation
[C:1]1([CH3:52])[CH:6]=[CH:5][C:4]([S:7]([NH:10][CH2:11][CH2:12][CH2:13][N:14]([S:42]([C:45]2[CH:50]=[CH:49][C:48]([CH3:51])=[CH:47][CH:46]=2)(=[O:44])=[O:43])[CH2:15][CH2:16][N:17]([S:32]([C:35]2[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=2)(=[O:34])=[O:33])[CH2:18][CH2:19][CH2:20][NH:21][S:22]([C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=2)(=[O:24])=[O:23])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[H-].[Na+].[OH2:55].C[N:57]([CH3:60])[CH:58]=O>>[C:1]1([CH3:52])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:12][CH2:13][N:14]([S:42]([C:45]3[CH:46]=[CH:47][C:48]([CH3:51])=[CH:49][CH:50]=3)(=[O:43])=[O:55])[CH2:15][CH2:60][N:57]([S:7]([C:4]3[CH:5]=[CH:6][C:1]([CH3:52])=[CH:2][CH:3]=3)(=[O:8])=[O:9])[CH2:58][CH2:16][N:17]([S:32]([C:35]3[CH:36]=[CH:37][C:38]([CH3:41])=[CH:39][CH:40]=3)(=[O:34])=[O:33])[CH2:18][CH2:19][N:21]([S:22]([C:25]3[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=3)(=[O:24])=[O:23])[CH2:20][CH2:19][CH2:18][N:17]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:33])=[O:34])[CH2:16][CH2:15][N:14]([S:42]([C:45]3[CH:46]=[CH:47][C:48]([CH3:51])=[CH:49][CH:50]=3)(=[O:44])=[O:43])[CH2:13][CH2:12][CH2:11]2)(=[O:8])=[O:9])=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6228Dimethylformamide2×HCID 24758Sodium hydrideHCID 3090848N,N′-1,2-Ethanediylbis[4-methyl-N-[3-[[(4-methylphenyl)sulfonyl]amino]propyl]benzenesulfonamide]

Product 1

HCID 86667390HCID 86667390, compound

Conditions

Temperature
80 °C

Procedure

Subsequently, 126 g (0.16 mol) of 1,5,8,12-Tetrakis(p-tolylsulfonyl)-1,5,8,12-tetraazadodecane was dissolved in 1500 ml of anhydrous dimethylform amide and then, 7.2 g (0.3 mol) of NaH was slowly added thereto in a nitrogen atmosphere. The mixture was heated for 30 minutes at a temperature of 80° C. 500 ml of dimethylform amide solution in which 129.5 g (0.16 mol) of the 3,6,9-Tris(p-tolylsulfonyl)-3,6,9-triazaundecane-1,11-dimethanesulfonate was dissolved was slowly added to the mixture at a temperature of 80° C. and then left to sit for 30 minutes. The reaction solution was cooled to room temperature, and also, cooled using iced water, and a filtered precipitate was recrystallized with acetone to produce 1,5,8,12,15,18,21-Heptakis(p-tolylsulfonyl)-1,5,8,12,15,18,21-heptaazacyclotricosane.

Workup

  1. additionwas slowly added to the mixture at a temperature of 80° C.
  2. waitleft
  3. temperatureThe reaction solution was cooled to room temperature
  4. temperaturealso, cooled
  5. customa filtered precipitate was recrystallized with acetone

Sources & evidence

ORD record
ord-784983e74d60440b809d1ad82de1a645
Source dataset
uspto-grants-2015_06
Patent number
US09054392B2

Reaction notes

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