Aniline → 4,4'-bis(2-morpholino-4-anilino-s-triazinyl-6-amino)stilbene-2,2'-disulfonic acid disodium salt

HRID 1606231

반응식

HRID 1606231 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([S:21]([O-:24])(=[O:23])=[O:22])[C:5]([CH:8]=[CH:9][C:10]2[C:11]([S:17]([O-:20])(=[O:19])=[O:18])=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)=[CH:6][CH:7]=1.[Na+:25].[Na+].N1C(Cl)=NC(Cl)=NC=1Cl.ClC1N=C(Cl)N=C(NC2C=C(S([O-])(=O)=O)C(C=C[C:53]3[C:54](S([O-])(=O)=O)=[CH:55][C:56]([NH:59][C:60]4[N:65]=[C:64](Cl)[N:63]=[C:62](Cl)[N:61]=4)=[CH:57][CH:58]=3)=CC=2)N=1.[Na+].[Na+].NC1C=CC=CC=1.[NH:85]1[CH2:90][CH2:89][O:88][CH2:87][CH2:86]1.ClC1N=C(NC2C=CC=CC=2)N=C(NC2C=C(S([O-])(=O)=O)C(C=CC3C(S([O-])(=O)=O)=CC(NC4N=C(Cl)N=C(NC5C=CC=CC=5)N=4)=CC=3)=CC=2)N=1.[Na+].[Na+].Cl[C:146]1[N:151]=[C:150]([N:152]2[CH2:157][CH2:156][O:155][CH2:154][CH2:153]2)[N:149]=[C:148]([NH:158][C:159]2[CH:160]=[C:161](S([O-])(=O)=O)[C:162](C=CC3C(S([O-])(=O)=O)=CC(NC4N=C(Cl)N=C(N5CCOCC5)N=4)=CC=3)=[CH:163][CH:164]=2)[N:147]=1.[Na+].[Na+]>>[NH:158]([C:148]1[N:149]=[C:150]([N:152]2[CH2:157][CH2:156][O:155][CH2:154][CH2:153]2)[N:151]=[C:146]([NH:1][C:2]2[CH:3]=[C:4]([S:21]([O-:24])(=[O:23])=[O:22])[C:5]([CH:8]=[CH:9][C:10]3[C:11]([S:17]([O-:20])(=[O:19])=[O:18])=[CH:12][C:13]([NH:16][C:62]4[N:61]=[C:60]([NH:59][C:56]5[CH:57]=[CH:58][CH:53]=[CH:54][CH:55]=5)[N:65]=[C:64]([N:85]5[CH2:90][CH2:89][O:88][CH2:87][CH2:86]5)[N:63]=4)=[CH:14][CH:15]=3)=[CH:6][CH:7]=2)[N:147]=1)[C:159]1[CH:164]=[CH:163][CH:162]=[CH:161][CH:160]=1.[Na+:25].[Na+:25]

참가 물질

8

반응물 7

HCID 6115Aniline2회HCID 7954Cyanuric chlorideHCID 8083Morpholine2회HCID 169857Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[[4-chloro-6-(phenylamino)-1,3,5-triazin-2-yl]amino]-, disodium saltHCID 28374734,4'-diamino-2,2'-stilbenedisulfonic acid, disodium saltHCID 57376756Disodium 4,4'-bis-(4-chloro-6-morpholino-s-triazin-2-ylamino)-2,2'-stilbene disulfonateHCID 73156169Disodium 4,4'-bis(4,6-dichloro-s-triazin-2-ylamino)-2,2'-stilbenedisulfonate

생성물 1

HCID 276774,4'-bis(2-morpholino-4-anilino-s-triazinyl-6-amino)stilbene-2,2'-disulfonic acid disodium salt

실험 절차

are known compounds which have valuable properties as fluorescent optical bleaching agents in detergent compositions for the laundering of textile goods. The preparation of these compounds is ordinarily carried out as follows. One molecular proportion of disodium 4,4'-diaminostilbene-2,2'-disulfonate is condensed with two molecular proportions of cyanuric chloride at low temperature (0°-5° C.); then, in the case of the compound of Formula I, one molecular proportion of the resulting disodium 4,4'-bis(4,6-dichloro-s-triazin-2-ylamino)-2,2'-stilbenedisulfonate is aminated with two molecular proportions of aniline or morpholine at approximately 50° C.; and one molecular proportion of the resulting product, that is, disodium 4,4'-bis(4-chloro-6-anilino-s-triazin-2-ylamino)-2,2'-stilbenedisulfonate or disodium 4,4'-bis-(4-chloro-6-morpholino-s-triazin-2-ylamino)-2,2'-stilbene disulfonate is aminated at 95°-100° C. with two molecular proportions of either morpholine or aniline, respectively, to produce disodium 4,4'-bis(4-anilino-6-morpholino-s-triazin-2-ylamino)-2,2'-stilbenedisulfonate. In the case of the compound of Formula II, the intermediate disodium 4,4'-bis(4,6-dichloro-s-triazin-2-ylamino)-2,2'-disulfonate is interacted with aniline at a somewhat higher temperature (usually in the range 30°-100° C.) to replace the four chloro substituents with four anilino groups. In each of these steps, sufficient alkali is added to the reaction mixture to keep it substantially neutral during the reaction.

후처리

  1. customThe preparation of these compounds

출처 및 근거

ORD 기록
ord-52ff6034387348a885f9a5e64cf7d1a0
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03951960

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