[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphate → 8-[4-(4-Nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid

HRID 2166508ノート

反応式

HRID 2166508 の反応式
[NH2:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]2[CH:10]=[C:11]([S:27]([OH:30])(=[O:29])=[O:28])[CH:12]=[C:13]3[C:18]=2[C:17]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:16][C:15]([S:23]([OH:26])(=[O:25])=[O:24])=[CH:14]3)=[O:7])=[C:4]([S:33]([OH:36])(=[O:35])=[O:34])[CH:3]=1.C1C(C(N)=O)=CN(C2OC(COP(OP(OCC3OC(N4C5N=CN=C(N)C=5N=C4)C(OP([O-])([O-])=O)C3O)([O-])=O)([O-])=O)C(O)C2O)C=C1.[Na+].[Na+].[Na+].[Na+].O.O.O.C([O-])(=O)C.[Na+].[N+](C1C=CC(C([O:106][C:107](=O)[C:108]2[CH:113]=[CH:112][C:111]([N+:114]([O-:116])=[O:115])=[CH:110][C:109]=2[S:117]([OH:120])(=[O:119])=[O:118])=O)=C(S(O)(=O)=O)C=1)([O-])=O>O>[N+:114]([C:111]1[CH:112]=[CH:113][C:108]([C:107]([NH:1][C:2]2[CH:32]=[CH:31][C:5]([C:6]([NH:8][C:9]3[CH:10]=[C:11]([S:27]([OH:30])(=[O:28])=[O:29])[CH:12]=[C:13]4[C:18]=3[C:17]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:16][C:15]([S:23]([OH:26])(=[O:24])=[O:25])=[CH:14]4)=[O:7])=[C:4]([S:33]([OH:36])(=[O:35])=[O:34])[CH:3]=2)=[O:106])=[C:109]([S:117]([OH:120])(=[O:118])=[O:119])[CH:110]=1)([O-:116])=[O:115]

参加物

6

反応物 4

HCID 12598259[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphateHCID 131521228-(4-Amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acidHCID 23665404Sodium Acetate TrihydrateHCID 570029234-Nitro-2-sulfobenzoic anhydride

生成物 1

HCID 131521248-[4-(4-Nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid収率 165.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To an ice-cold solution of 17.2 g of 8-(4-amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid, tetrasodium salt, and 5.24 g of sodium acetate trihydrate in 100 ml of water was added 6.87 g of 4-nitro-2-sulfobenzoic anhydride. The mixture was stirred for 10 minutes, and filtered through diatomaceous earth. The filtrate was poured into 750 ml of absolute ethanol with vigorous stirring and cooled in an ice bath. The solid was recovered by filtration, washed with ethanol and ether and evaporated in vacuo overnight. This solid was dissolved in 100 ml of water, acidified with 3 ml of concentrated hydrochloric acid, and then poured with vigorous stirring into 500 ml of cold absolute ethanol. The solid was collected by filtration, washed with ethanol, then ether, and dried overnight at 110° C., giving 19.35 g of 8-[4-(4-nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid, pentasodium salt as a powder.

後処理

  1. filtrationfiltered through diatomaceous earth
  2. additionThe filtrate was poured into 750 ml of absolute ethanol
  3. stirringwith vigorous stirring
  4. temperaturecooled in an ice bath
  5. filtrationThe solid was recovered by filtration
  6. washwashed with ethanol and ether
  7. customevaporated in vacuo overnight
  8. dissolutionThis solid was dissolved in 100 ml of water
  9. additionpoured
  10. stirringwith vigorous stirring into 500 ml of cold absolute ethanol
  11. filtrationThe solid was collected by filtration
  12. washwashed with ethanol
  13. dry with materialether, and dried overnight at 110° C.

出典と根拠

ORDレコード
ord-b096264a9dc14e81ac8e3164a3444339
出典データセット
uspto-grants-1983_06
特許番号
US04387059

反応ノート

読み込み中…